Below is a list of 1019 events active for Chicago, sorted by name. If you don't see your event listed, please add your event.
| & Juliet | Chicago | Performance - Musical |
| .38 Special | Des Plaines | Music - Rock & Metal |
| 3 Inches of Blood | Chicago | Music - Rock & Metal |
| 30th Annual CowaLUNGa Charity Bike Tour | Gurnee | Health - Fundraiser Walk / Run / Bike |
| 311 & Dirty Heads | Chicago | Music - Alternative Rock |
| 40 Below Summer | Joliet | Music - Rock & Metal |
| 57th Street Art Fair | Chicago | Festivals - Arts Festival / Fair |
| 9 to 5 - The Musical | Oakbrook Terrace | Performance - Musical |
| 90's Pop Nation | Aurora | Music - Rock & Metal |
| A Little Night Music | Lincolnshire | Performance - Musical |
| A Twink and a Redhead | Chicago | Nightlife - Live Music |
| A.J. Croce | Des Plaines | Music - Alternative Rock |
| A.J. Croce | St. Charles | Music - Alternative Rock |
| Aaron Hibell | Chicago | Music - Electronic & Trance |
| Aba's Happy Hour | Chicago | Dining - Happy Hour |
| Adam Hunter | Batavia | Performance - Comedic |
| Adriana Lecouvreur | Skokie | Arts - Opera |
| Air Supply | Gary | Music - Rock & Metal |
| AJ Ghent | Chicago | Music - Jazz |
| Akeem Ali | Chicago | Music - Hip Hop & Rap |
| Al Jardine and The Pet Sounds Band | St. Charles | Music - Rock & Metal |
| Al Jardine and The Pet Sounds Band | Des Plaines | Music - Rock & Metal |
| Alabama - The Band | Highland Park | Music - Country & Folk |
| Alabama Shakes | Highland Park | Music - Rock & Metal |
| Alan Gresik's Swing Orchestra | Chicago | Nightlife - Live Music |
| Aldo Nova | St. Charles | Music - Rock & Metal |
| Aldous Harding | Chicago | Music - Country & Folk |
| Alejandro Escovedo | Evanston | Music - Rock & Metal |
| Alex Isley | Chicago | Music - Soul / R & B |
| Alex Warren: Little Orphan Alex Live | Chicago | Music - Rock & Metal |
| Alfonso Ponticelli | Chicago | Nightlife - Jazz |
| Algonquin Fest | Chicago | Festivals - Carnival / Fair |
| Alison Krauss And Union Station | Highland Park | Music - Country & Folk |
| All American Throwbacks | Rosemont | Music - Rock & Metal |
| All(H)Ours | Chicago | Music - Rock & Metal |
| Altin Gun | Chicago | Music - Country & Folk |
| Amber Wallin | Batavia | Performance - Comedic |
| America - The Band | Chicago | Music - Rock & Metal |
| American English - Beatles Tribute | Hobart | Arts - Concerts |
| American Football - Band | Chicago | Music - Rock & Metal |
| Amyl and The Sniffers | Chicago | Music - Alternative Rock |
| Anders Osborne | Chicago | Music - Rock & Metal |
| Andrew Bird & The Chicago Symphony Orchestra | Chicago | Arts - Concerts |
| Andrew McMahon | Chicago | Music - Rock & Metal |
| Andrew Sa | Evanston | Music - Country & Folk |
| Androgynous Mustache | Evanston | Nightlife - Live Music |
| Andy Grammer & Walk Off The Earth | New Lenox | Music - Alternative Rock |
| Andy Hendrickson | Batavia | Performance - Comedic |
| Angel - Glam Band | St. Charles | Nightlife - Live Music |
| Anna Von Hausswolff | Chicago | Arts - Concerts |
| Annie | Oakbrook Terrace | Performance - Musical |
| ARC Music Festival | Chicago | Festivals - Music |
| ARC Music Festival | Chicago | Festivals - Music |
| ARC Music Festival | Chicago | Festivals - Music |
| ARC Music Festival | Chicago | Festivals - Music |
| ARCA Menards Series Race | Cicero | Sports |
| Are You Ready For It? A Taylor Experience | Des Plaines | Music - Rock & Metal |
| Ariana Grande | Chicago | Arts - Concerts |
| Ariel Posen | Chicago | Music - Rock & Metal |
| Arlo Parks | Chicago | Music - Rock & Metal |
| Armand Hammer | Chicago | Music - Hip Hop & Rap |
| Arrival From Sweden: The Music of Abba | St. Charles | Music - Rock & Metal |
| Arrival From Sweden: The Music of Abba | Des Plaines | Music - Rock & Metal |
| Artikal Sound System | Chicago | Music - Alternative Rock |
| Arts in the Dark | Chicago | Festivals - Parade |
| Asgeir | Chicago | Music - Alternative Rock |
| Augustana & Phantom Planet | Chicago | Music - Alternative Rock |
| Aurora 4th Of July Parade | Chicago | Festivals - Parade |
| Australian Pink Floyd Show | Aurora | Music - Rock & Metal |
| Autumn Lies Burried | West Chicago | Music - Rock & Metal |
| Avenged Sevenfold & Good Charlotte | Tinley Park | Music - Rock & Metal |
| AVTT/PTTN: The Avett Brothers & Mike Patton | Waukegan | Music - Country & Folk |
| Baby Bugs | Chicago | Music - Alternative Rock |
| Babymetal, Halestorm & Violent Vira | Chicago | Music - Rock & Metal |
| Bad Company Legacy | St. Charles | Nightlife - Live Music |
| Bahamas | Chicago | Music - Rock & Metal |
| Band of Horses & Dinosaur Jr. | Waukegan | Music - Rock & Metal |
| Banda MS | Rosemont | Music - Latin |
| Bassem Youssef | Chicago | Performance - Comedic |
| Bastian Steven | Chicago | Music - Rock & Metal |
| BBMak | Chicago | Music - Rock & Metal |
| Ben Chapman | Hobart | Music - Country & Folk |
| Ben Harper & The Innocent Criminals | Chicago | Music - Alternative Rock |
| Ben Schwartz | Chicago | Performance |
| Benise | Skokie | Music - Latin |
| Benjamin Tod and The Inline Six | Chicago | Music - Country & Folk |
| Benson Boone | Rosemont | Music - Rock & Metal |
| Bert Kreischer | Chicago | Performance - Comedic |
| Best of Shedd Tour | Chicago | Kids - Children's Activities |
| Beyond Wonderland | Chicago | Festivals - Music |
| Big and Rich | New Lenox | Music - Country & Folk |
| Big Ten Volleyball: Nebraska vs. Missouri & Penn State vs. Kentucky… | Chicago | Sports - Volleyball |
| Big Thief | Chicago | Music - Rock & Metal |
| Bike the Drive | Chicago | Community - Fundraiser / Benefit |
| Bikini Kill | Chicago | Music - Rock & Metal |
| Billy Bob Thornton and the Boxmasters | Waukegan | Music - Country & Folk |
| Billy Currington & Kip Moore | Chicago | Music - Country & Folk |
| Billy Idol | Highland Park | Music - Rock & Metal |
| Blackberry Smoke | Des Plaines | Music - Country & Folk |
| Bleachers | Chicago | Music - Alternative Rock |
| Blue Man Group | Chicago | |
| Blue Oyster Cult | New Lenox | Music - Rock & Metal |
| Blues On The Fox | Aurora | Music - Jazz |
| Bluey's Big Play | Chicago | Kids Theater |
| Bonnie Raitt | Highland Park | Music - Rock & Metal |
| Boo! at the Zoo | Brookfield | Festivals - Holiday Event / Party |
| Bowmanville | Evanston | Music - Jazz |
| Brad Williams | Chicago | Performance - Comedic |
| Brandi Carlile & I'm With Her | Highland Park | Music - Rock & Metal |
| Breaking Benjamin, Chevelle & Starset | Tinley Park | Music - Alternative Rock |
| Bret Ernst | Batavia | Performance - Comedic |
| Brian McKnight & Gladys Knight | Highland Park | Music - Soul / R & B |
| Brokeback Mountain | Chicago | Performance - Musical |
| Bruce Hornsby And The Noisemakers | Evanston | Music - Rock & Metal |
| Bruce Liu | Chicago | Arts - Concerts |
| Brunch at Aba's | Chicago | Dining - Brunch |
| BTS | Chicago | Music - Rock & Metal |
| Bub City Happy Hour | Chicago | Dining - Happy Hour |
| Bub's Brunch | Chicago | Dining - Brunch |
| Buddy Guy | Chicago | Music - Jazz |
| Buddy: The Buddy Holly Story | Oakbrook Terrace | Performance - Musical |
| CA7RIEL & Paco Amoroso | Chicago | Music - Latin |
| Cabaret Voltaire | Chicago | Music - Electronic & Trance |
| Candlelight: 90s Hip Hop on Strings | Oak Park | Arts - Concerts |
| Candlelight: Neo-Soul Favorites | Chicago | Arts - Concerts |
| Candlelight: Tribute to Bad Bunny | Oak Park | Arts - Concerts |
| Candlelight: Tribute to Drake | Chicago | Arts - Concerts |
| Carin Leon | Rosemont | Music - Latin |
| Carl Payne | Chicago | Performance - Comedic |
| Carlo Acutis: Roadmap to Reality Film | St. Charles | Festivals - Film Festival |
| Catch As Catch Can | Chicago | Performance - Musical |
| Cavetown | Chicago | Music - Alternative Rock |
| Champions Of Magic | Chicago | Performance - Magic and Illusion |
| Chance Pena | Chicago | Music - Rock & Metal |
| Chance The Rapper | Highland Park | Music - Hip Hop & Rap |
| Charles McBee | Chicago | Performance - Comedic |
| Chasing Abbey | Chicago | Music - Rock & Metal |
| Cheap Trick | Aurora | Music - Rock & Metal |
| Cheekface | Chicago | Music - Alternative Rock |
| Chicago - The Band & Styx | Rosemont | Music - Rock & Metal |
| Chicago Air and Water Show | Chicago | Performance - Air Show |
| Chicago Auto Show | Chicago | Trade - Automobile Show |
| Chicago Cellar Boys | Chicago | Nightlife - Jazz |
| Chicago Cubs vs. Chicago White Sox | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Cincinnati Reds | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Pittsburgh Pirates | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. San Francisco Giants | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Atlanta Braves | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Colorado Rockies | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Detroit Tigers | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Los Angeles Dodgers | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Miami Marlins | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Milwaukee Brewers | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Minnesota Twins | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. New York Yankees | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. San Diego Padres | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. St. Louis Cardinals | Chicago | Sports - Pro Baseball |
| Chicago Cubs vs. Toronto Blue Jays | Chicago | Sports - Pro Baseball |
| Chicago Fashion Week | Chicago | Retail - Fashion Show / Fair |
| Chicago Fire FC vs. Charlotte FC | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Columbus Crew | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Inter Miami CF | Chicago | Sports - Soccer |
| Chicago Fire FC vs. New England Revolution | Chicago | Sports - Soccer |
| Chicago Fire FC vs. New York City FC | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Orlando City SC | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Philadelphia Union | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Portland Timbers | Chicago | Sports - Soccer |
| Chicago Fire FC vs. Vancouver Whitecaps FC | Chicago | Sports - Soccer |
| Chicago Gaelic Park Irish Fest | Chicago | Festivals - Cultural |
| Chicago German-American Oktoberfest | Chicago | Festivals - Beer |
| Chicago Italian Beef Fest | Chicago | Festivals - Culinary |
| Chicago Jazz Festival | Chicago | Festivals - Music |
| Chicago Pride Fest | Chicago | Festivals |
| Chicago Pride Parade | Chicago | Festivals - Parade |
| Chicago Stars FC vs. Angel City FC | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Bay FC | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Denver Summit FC | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Houston Dash | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Racing Louisville FC | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Seattle Reign FC | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Utah Royals | Evanston | Sports - Soccer |
| Chicago Stars FC vs. Washington Spirit | Evanston | Sports - Soccer |
| Chicago Symphony Orchestra: A Little Night Music | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Beethoven Violin Concerto & Mendelssohn… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Bicket, Weiss & Bach | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Brahms Requiem | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Dame Jane Glover - Handel's Messiah… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Earl Lee - Tchaikovsky Spectacular… | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Elf In Concert | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Esa-Pekka Salonen & Yunchan Lim | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Giancarlo Guerrero - Fandangos & Enigma Variations... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Handel's Messiah | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Honeck Conducts Bates & Mahler 1… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Honeck Conducts Mahler & Bruckner 9... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: How to Train Your Dragon 2 in Concert... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Hrusa Conducts Shostakovich 7 | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Hunter Pavilion & 90th Residency Grand Opening… | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Jaap van Zweden & Vadim Gluzman | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: James Gaffigan & Jean-Yves Thibaudet - Bernstein's... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Jane Glover & Robert Chen | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Jordan, Hadelich & Tchaikovsky 4… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Joshua Weilerstein - Copland's Lincoln Portrait... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Joshua Weilerstein - Lincoln Portrait & Ellington… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Jules Buckley - The Music of Quincy Jones… | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Karina Canellakis & Randall Goosby... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Klaus Makela - Mahler 9 | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Klaus Makela - Petrushka & Belshazzar's Feast… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Klaus Makela - Sibelius & Shostakovich... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Klaus Makela - Snowy Sounds of Sibelius and... | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Klaus Makela - Stravinsky's The Firebird… | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Lucas & Arthur Jussen - Concerto for Two Pianos... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Makela Conducts Beethoven 9 | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Makela, Bariashvili & Sibelius 1... | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Mao Fujita - Beethoven 5 | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Marin Alsop - Beethoven's Pastoral Symphony... | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Marin Alsop - Dvorak's New World Symphony... | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Marin Alsop - John Williams and Rachmaninoff… | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Marin Alsop - Mahler's Sixth Symphony... | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Marin Alsop - On The Movies | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Muti Conducts Rossini | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Muti, Welter & Dvorak 8 | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Paavo Jarvi - Lang Lang Plays Beethoven Emperor… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Rachmaninov Piano Concerto No. 2… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Rana Plays Tchaikovsky | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Riccado Muti & Yefim Bronfman - Postcard from… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Sleeping Beauty & Dvorak Cello Concerto… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Star Wars - A New Hope In Concert… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Steve Hackman - Brahms X Radiohead... | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: Steven Reineke - A Musical Tribute to John… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Tan Dun - Water Concerto & Marco Polo… | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: Thibaudet & The Mermaid | Chicago | Arts - Concerts |
| Chicago Symphony Orchestra: This Land - America In Song | Highland Park | Arts - Concerts |
| Chicago Symphony Orchestra: West Side Story - Film with Orchestra… | Chicago | Arts - Concerts |
| Chicago Taco & Tequila Fest | Chicago | Festivals - Cultural |
| Chicago Thanksgiving Parade | Chicago | Festivals - Parade |
| Chicago Triathlon | Chicago | Health & Fitness |
| Chicago White Sox vs. Atlanta Braves | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Boston Red Sox | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Cincinnati Reds | Chicago | |
| Chicago White Sox vs. Cleveland Guardians | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Colorado Rockies | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Detroit Tigers | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Houston Astros | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Kansas City Royals | Chicago | Sports - Pro Baseball |
| Chicago White Sox Vs. Los Angeles Dodgers | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Minnesota Twins | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. New York Mets | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. New York Yankees | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Pittsburgh Pirates | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. Texas Rangers | Chicago | Sports - Pro Baseball |
| Chicago White Sox vs. The Athletics | Chicago | Sports - Pro Baseball |
| Chiddy Bang | Chicago | Music - Alternative Rock |
| Chinatown Summer Fair | Chicago | Festivals - Cultural |
| Chiodos | Chicago | Music - Alternative Rock |
| Chris Botti | Skokie | Music - Jazz |
| Chris Jericho | West Chicago | Music - Rock & Metal |
| Chris Lake | Chicago | Music - Electronic & Trance |
| Chris Thile & Chicago Symphony Orchestra | Chicago | Music - Jazz |
| Chris Travis | Chicago | Music - Hip Hop & Rap |
| Christian Death | West Chicago | Music - Rock & Metal |
| Christian Johnson | Chicago | Performance - Comedic |
| Christmas Tree Lighting Ceremony | Chicago | Festivals - Holiday Event / Party |
| Chrono Trigger Orchestra Concert: Melodies Across Time | Chicago | Music - Rock & Metal |
| CircuitMOM | Chicago | Music - Electronic & Trance |
| Clare Bowen | Batavia | Performance - Comedic |
| Cocktails and Clay | Chicago | Community |
| Cola - Band | Chicago | Music - Rock & Metal |
| COLD | Chicago | Music - Alternative Rock |
| Collect A Con | Rosemont | Festivals - Exibitions |
| Come From Away | Lincolnshire | Performance - Musical |
| Comedysportz | Chicago | Performance - Comedic |
| Connor Price | Chicago | Music - New Age & Spiritual |
| Conrad Tao | Chicago | Arts - Concerts |
| Corey O'Brien | Chicago | Performance - Comedic |
| Corinne Bailey Rae | Chicago | Music - Soul / R & B |
| Country in the City Presents: David St. Romain with Cross County Junction... | Chicago | Nightlife - Live Music |
| Country Inn Schaumburg Manager's Reception | Schaumburg | Miscellaneous |
| Covet | Chicago | Music - Rock & Metal |
| Craft Brews | Chicago | Festivals - Beer |
| Cristian Castro | Rosemont | Music - Latin |
| Cristina Mariani | Batavia | Performance - Comedic |
| Culture Wars | Chicago | Music - Electronic & Trance |
| Dad Rock Night | Rosemont | Music - Rock & Metal |
| Dadi Freyr | Chicago | Music - New Age & Spiritual |
| DanceWorks | Skokie | Performance - Dance |
| Daniel Caesar | Chicago | Music - Soul / R & B |
| Daniel Donato's Cosmic Country | Chicago | Music - Country & Folk |
| Daniel Sloss | Chicago | Performance - Comedic |
| Daniela Mora | Chicago | Performance - Comedic |
| Danny Seraphine | Des Plaines | Music - Jazz |
| Darksoft | Chicago | Music - Rock & Metal |
| David Gans and the Broken Angels | Chicago | Music - Rock & Metal |
| David Murphy | Chicago | Music - Alternative Rock |
| DDXS - Tribute Band | St. Charles | Nightlife - Live Music |
| Dead Freddie | Chicago | Music - Rock & Metal |
| Deadman All Stars Live | Rosemont | Miscellaneous |
| deca joins | Chicago | Music - Rock & Metal |
| Ded - Band | Joliet | Music - Rock & Metal |
| Deep Purple & Kansas - The Band | Highland Park | Music - Rock & Metal |
| Deer Tick | Chicago | Music - Alternative Rock |
| Del Amitri | Chicago | Music - Rock & Metal |
| Delilah's Rock n Roll Jukebox | Chicago | Nightlife - Parties |
| Delilah's Rock n Roll Jukebox | Chicago | Nightlife - Parties |
| Demolition Derby | St. Charles | Sports |
| Deon Cole | Joliet | Performance - Comedic |
| DePaul Standup Finals Show | Chicago | Performance - Comedic |
| Derek Hough | Rosemont | Performance - Dance |
| Dermot Kennedy | Chicago | Music - Rock & Metal |
| Desi Banks | Chicago | Performance - Comedic |
| Devotchka | Chicago | Music - Rock & Metal |
| Diggy Graves | Chicago | Music - Hip Hop & Rap |
| Disciple | West Chicago | Music - Alternative Rock |
| Disney Descendants & Zombies: Worlds Collide | Rosemont | Arts - Concerts |
| Disney Descendants & Zombies: Worlds Collide | Chicago | Arts - Concerts |
| Divi Roxx Kids | Highland Park | Performance |
| Doja Cat | Chicago | Music - Hip Hop & Rap |
| DoKnow | Chicago | Performance - Comedic |
| Don Toliver | Chicago | Music - Hip Hop & Rap |
| Don West | Chicago | Music - Soul / R & B |
| Dorian Electra | Chicago | Music - Rock & Metal |
| Dua Saleh | Chicago | Music - Hip Hop & Rap |
| Duane Betts & Palmetto Motel | Evanston | Music - Rock & Metal |
| DustBowlChampion | Chicago | Music - Alternative Rock |
| Dwight Yoakam | Gary | Music - Country & Folk |
| Dylan LeBlanc | Evanston | Music - Country & Folk |
| Eagles of Death Metal | Chicago | Music - Rock & Metal |
| Ed Sheeran | Chicago | Arts - Concerts |
| Eddie and The Getaway | Chicago | Music - Rock & Metal |
| Edgewater Monday Market | Chicago | Retail - Farmer's Market |
| Edie Carey | Evanston | Music - Rock & Metal |
| Edwin McCain & Five for Fighting | Des Plaines | Music - Rock & Metal |
| El Coyote & Chuy Lizarraga | Rosemont | Music - Latin |
| El Gran Combo de Puerto Rico | Chicago | Music - Latin |
| El Grito Chicago | Chicago | Festivals - Cultural |
| Elefante | Rosemont | Music - Latin |
| Elgin Short Film Festival | Elgin | Festivals - Film Festival |
| Elijah Nevels | Rosemont | Performance - Comedic |
| Ella Mai | Chicago | Music - Soul / R & B |
| Emmylou Harris & Graham Nash | Highland Park | Music - Country & Folk |
| Englewood Jazz Festival | Chicago | Festivals - Music |
| Ensemble Espanol | Skokie | Music - Latin |
| Enter Shikari | Chicago | Music - Alternative Rock |
| Enter the Realm Tour | Chicago | Music - New Age & Spiritual |
| Eric Clapton | Chicago | Music - Rock & Metal |
| Eric Eaton | Rosemont | Performance - Comedic |
| Eros Ramazzotti | Rosemont | Music - Latin |
| Erykah Badu | Highland Park | Music - Soul / R & B |
| Escape to Margaritaville | Skokie | Performance - Musical |
| Evanescence, Spiritbox & Nova Twins | Tinley Park | Music - Alternative Rock |
| Expo League | Chicago | Nightlife - Comedy |
| Extreme Dwarfanators Wrestling | Niles | Sports - Wrestling |
| Extreme Dwarfanators Wrestling | Waukegan | Sports - Wrestling |
| EZ Band | Chicago | Music - Country & Folk |
| Face 2 Face: Billy Joel & Elton John Tribute | Joliet | Music - Rock & Metal |
| Falco and Book Play Jerry Garcia | Chicago | Nightlife - Live Music |
| Festival of Wood and Barrel-Aged Beer | Chicago | Festivals - Beer |
| Fiesta Back of the Yards | Chicago | Festivals - Cultural |
| Fink | Evanston | Music - Rock & Metal |
| Firefly 3K Fun Run | Lisle | Health & Fitness |
| Fireworks at Navy Pier | Chicago | Festivals - Holiday Event / Party |
| Fitzgerald's American Music Festival | Berwyn | Festivals - Music |
| Fitzgerald's American Music Festival | Berwyn | Festivals - Music |
| Fitzgerald's American Music Festival | Berwyn | Festivals - Music |
| Fitzgerald's American Music Festival | Berwyn | Festivals - Music |
| Five Finger Death Punch, Cody Jinks & Eva Under Fire | Tinley Park | Music - Alternative Rock |
| Flavors of Albany Park | Chicago | Festivals - Culinary |
| Flawed Mangoes | Chicago | Music - Electronic & Trance |
| Flip Circus | Gurnee | Performance - Circus / Animal Show |
| Flip Circus | Lombard | Performance - Circus / Animal Show |
| Flip Circus | Aurora | Performance - Circus / Animal Show |
| Flyleaf & Lacey Sturm | Chicago | Music - Alternative Rock |
| Foo Fighters, Queens of the Stone Age & Mannequin Pussy | Chicago | Music - Alternative Rock |
| Foy Vance | Chicago | Music - Alternative Rock |
| Free Fallin - Tom Petty Tribute | Des Plaines | Music - Rock & Metal |
| Free Fallin - Tom Petty Tribute | St. Charles | Arts - Concerts |
| French Montana | Chicago | Music - Hip Hop & Rap |
| Fridays at Cerise | Chicago | Nightlife - DJ |
| Frozen - The Musical | Lincolnshire | Performance - Musical |
| Fruit Bats | Chicago | Music - Rock & Metal |
| FuelFest | Bridgeview | Festivals |
| Fulton Lee | Chicago | Music - Soul / R & B |
| Galantis & TELYKAST | Chicago | Music - Electronic & Trance |
| Game Night at The Pink Squirrel | Chicago | Nightlife - Theme Night |
| Garden Bros Nuclear Circus | St. Charles | Performance - Circus / Animal Show |
| Garden Bros Nuclear Circus | Grayslake | Performance - Circus / Animal Show |
| Gaspare Randazzo | Batavia | Performance - Comedic |
| George Dalaras | Chicago | Music - New Age & Spiritual |
| Georgian National Ballet: Sukhishvili | Chicago | Performance - Ballet |
| Gerald McClendon | Evanston | Music - Soul / R & B |
| Get The Led Out - Tribute Band | Aurora | Music - Rock & Metal |
| Ghostbusters in Concert | Skokie | Arts - Concerts |
| Gianmarco Soresi | Chicago | Performance - Comedic |
| Gilt Bar Happy Hour | Chicago | Dining - Happy Hour |
| Gin Blossoms | Des Plaines | Music - Alternative Rock |
| Girli | Chicago | Music - Rock & Metal |
| Glen Ellyn's 4th of July | Chicago | Festivals - Holiday Event / Party |
| Glenn Miller Orchestra | Skokie | Arts - Concerts |
| Glenwood Avenue Arts Fest | Chicago | Festivals - Arts Festival / Fair |
| Gnash | Chicago | Music - Electronic & Trance |
| Godsmack, Stone Temple Pilots & Dorothy | Tinley Park | Music - Rock & Metal |
| Gold Coast Art Fair | Chicago | Festivals - Arts Festival / Fair |
| Goldilocks and the Three Bears | Chicago | Kids - Children's Activities |
| Good Hangs | Chicago | Music - Alternative Rock |
| Good Luck, Babe | Chicago | Nightlife - Ladies Night |
| Goodnight Moon | Chicago | Performance - Musical |
| Gorillaz | Chicago | Arts - Concerts |
| Gov't Mule | Aurora | Music - Alternative Rock |
| Grant Park Music Festival: Beethoven Symphony No. 9 | Chicago | Festivals - Music |
| Grant Park Music Festival: Bernstein West Side Story | Chicago | Festivals - Music |
| Grant Park Music Festival: Broadway Sings America | Chicago | Festivals - Music |
| Grant Park Music Festival: Cirque: A Space Odyssey | Chicago | Festivals - Music |
| Grant Park Music Festival: Independence Day Salute | Chicago | Festivals - Holiday Event / Party |
| Grateful Dub - Grateful Dead Tribute | Chicago | Nightlife - Live Music |
| Grazing Hour | Chicago | Dining - Happy Hour |
| Grease Sing-A-Long | Highland Park | Festivals - Film Festival |
| Green Jello | McHenry | Music - Alternative Rock |
| Green Jello | Hobart | Music - Alternative Rock |
| Green Jelly | West Chicago | Music - Rock & Metal |
| Greg Fitzsimmons | Batavia | Performance - Comedic |
| Greg Warren | Rosemont | Performance - Comedic |
| Gregory Alan Isakov with The Chicago Philharmonic | Highland Park | Music - Rock & Metal |
| Griffin House | Evanston | Music - Alternative Rock |
| Grupo Duelo | Rosemont | Music - Latin |
| Grupo Frontera | Rosemont | Music - Latin |
| Guns N' Roses & Public Enemy | Tinley Park | Music - Rock & Metal |
| Hairspray | Skokie | Performance - Musical |
| Hallmark Stars Live | Waukegan | Educational - Class |
| Halloween Hustle 5k | Chicago | Health - Fundraiser Walk / Run / Bike |
| Hammerfall | St. Charles | Music - Rock & Metal |
| Hammerfall | Hobart | Music - Rock & Metal |
| Hangover Happy Hour | Chicago | Dining - Happy Hour |
| Harry Connick Jr. | Highland Park | Music - Jazz |
| Haunted Halsted Halloween Parade | Chicago | Festivals - Holiday Event / Party |
| Head East | Skokie | Music - Rock & Metal |
| Heather Shaw | Batavia | Performance - Comedic |
| Herman's Hermits & Peter Noone | Des Plaines | Music - Rock & Metal |
| Hilary Duff, La Roux & Jade LeMac | Tinley Park | Music - Rock & Metal |
| Hippies and Cowboys | Chicago | Nightlife - Live Music |
| Hiss Golden Messenger | Chicago | Music - Country & Folk |
| Holiday Magic | Brookfield | Festivals - Holiday Event / Party |
| Holly Humberstone | Chicago | Music - Rock & Metal |
| Home Alone 2: Lost In New York - Film With Live Orchestra | Chicago | Festivals - Film Festival |
| Home and Studio: Inside and Out | Oak Park | Educational - Walking Tour |
| Homenaje a Juan Gabriel | Rosemont | Music - Latin |
| Honne | Chicago | Music - Soul / R & B |
| Horace Grant and Urban Grind TV Birthday Bash | Chicago | Nightlife - Parties |
| Horner Park Brew Fest | Chicago | Festivals |
| Hot 8 Brass Band | Evanston | Music - Jazz |
| Hot Wheels Monster Trucks Live Glow-N-Fire | Chicago | Sports - Car Racing |
| Hotel California: A Salute To The Eagles | Des Plaines | Nightlife - Live Music |
| Hotel California: A Salute To The Eagles | St. Charles | Arts - Concerts |
| Hugh Jackman With The Chicago Philharmonic | Highland Park | Performance - Theater |
| Hugo - Tribute to Journey | Des Plaines | Arts - Concerts |
| Hyde Park Jazz Festival | Chicago | |
| I Am, He Said - A Celebration Of The Music Of Neil Diamond | St. Charles | Arts - Concerts |
| I Set My Friends On Fire | Chicago | Music - Alternative Rock |
| Iceboy! The Musical or The Completely Untrue Story of How Eugene O'Neill… | Chicago | Performance - Musical |
| idobi Radio Summer School | Chicago | Festivals - Music |
| Iliza Shlesinger | Gary | Performance - Comedic |
| Improvised Disney Channel Original Movie | Chicago | Nightlife - Comedy |
| Ina Garten | Chicago | Educational - Class |
| Inara George | Evanston | Music - Alternative Rock |
| Industry Night | Chicago | Nightlife - Theme Night |
| Inspector | Berwyn | Music - Rock & Metal |
| Iron Maiden & Megadeth | Tinley Park | Music - Rock & Metal |
| Istock Family Look-In Lab | Chicago | Kids - Children's Activities |
| It's A Wonderful Life: A Live Radio Play | Chicago | Performance - Musical |
| It's Murph | Chicago | Music - Electronic & Trance |
| Ivy Queen | Joliet | Nightlife - Live Music |
| J. Cole | Chicago | Music - Hip Hop & Rap |
| Jack Harlow | Chicago | Music - Hip Hop & Rap |
| Jack Johnson | Chicago | Music - Rock & Metal |
| Jacob Collier | Highland Park | Music - Jazz |
| Jagged Little Pill - The Alanis Morisette Tribute | Des Plaines | Nightlife - Live Music |
| Jamal Roberts | Chicago | Music - Soul / R & B |
| James Blake - Musician | Chicago | Music - Electronic & Trance |
| Jamie Lissow | Batavia | Performance - Comedic |
| Jason Salmon | Batavia | Performance - Comedic |
| Jay and The Americans | Skokie | Music - Rock & Metal |
| Jazzin' at the Shedd | Chicago | Nightlife - Jazz |
| Jeff Allen | Batavia | Performance - Comedic |
| Jeff Dunham | Hammond | Performance - Comedic |
| Jeff Dye | Hobart | Performance - Comedic |
| Jeff Dye | Rosemont | Performance - Comedic |
| Jeff Rosenstock | Chicago | Music - Rock & Metal |
| Jena Malone | Chicago | Music - Rock & Metal |
| Jeremiah Frazier | Chicago | Performance - Comedic |
| Jeremy Piven | Schaumburg | Performance - Comedic |
| Jerry's Middle Finger | Chicago | Nightlife - Live Music |
| Jersey Boys | Chicago | Performance - Musical |
| Jersey Girls | Des Plaines | Arts - Concerts |
| Jesca Hoop | Chicago | Music - Rock & Metal |
| Jesse Welles | Chicago | Music - Alternative Rock |
| Jessica Baio | Chicago | Music - Rock & Metal |
| Jill Andrews | Chicago | Music - Rock & Metal |
| Jill Scott | Chicago | Music - Soul / R & B |
| Jimmy Buffett's Coral Reefer Band | Highland Park | Music - Rock & Metal |
| Jimmy Eat World, Sunny Day Real Estate & The Get Up Kids | Chicago | Music - Alternative Rock |
| Jinjer | Chicago | Music - Rock & Metal |
| Joe Avati | Des Plaines | Performance - Comedic |
| Joe Bonamassa | Highland Park | Music - Jazz |
| Joe Bonamassa | Highland Park | Music - Jazz |
| Joel Paterson and Friends | Chicago | Nightlife - Live Music |
| Joey Avery | Rosemont | Performance - Comedic |
| Joffrey Ballet: Eugene Onegin | Chicago | Performance - Ballet |
| John Cusack with a Screening of Grosse Pointe Blank | Chicago | Educational - Class |
| John Fogerty & Steve Winwood | Tinley Park | Music - Rock & Metal |
| John Mellencamp | Tinley Park | Music - Rock & Metal |
| John Mulaney | Chicago | Performance - Comedic |
| John Scofield | Chicago | Music - Jazz |
| John Violinist | Chicago | Arts - Concerts |
| Johnny Blue Skies & The Dark Clouds | Chicago | Music - Rock & Metal |
| Joji | Chicago | Music - Hip Hop & Rap |
| Jon Anderson and The Band Geeks | Des Plaines | Music - Rock & Metal |
| Jon Anderson and The Band Geeks | St. Charles | Music - Rock & Metal |
| Josh Groban & Jennifer Hudson | Rosemont | Music - Rock & Metal |
| Josh Thomas | Chicago | Performance - Comedic |
| Joshua Slone | Chicago | Music - Country & Folk |
| Josiah and the Bonnevilles | Chicago | Music - Alternative Rock |
| Juanes | Rosemont | Music - Latin |
| Judy Collins | Chicago | Music - Rock & Metal |
| Judy Istock Butterfly Haven | Chicago | Educational - Science & Nature |
| Julian McCullough | Rosemont | Performance - Comedic |
| Julio Iglesias Jr. | Des Plaines | Music - Latin |
| July 4th Fireworks at Navy Pier | Chicago | Festivals - Holiday Event / Party |
| Jungle | Chicago | Music - Rock & Metal |
| Junglepussy | Chicago | Music - Hip Hop & Rap |
| Justin Willman | Chicago | Performance - Comedic |
| Jutes | Chicago | Music - Hip Hop & Rap |
| K-Love Live | Chicago | Community - Religious |
| Kaki King | Evanston | Music - Rock & Metal |
| Kaleo | Chicago | Music - Alternative Rock |
| Kamelot | St. Charles | Music - Alternative Rock |
| Kanan Gill | Chicago | Performance - Comedic |
| Kathy Griffin | Chicago | Performance - Comedic |
| Kathy Mattea | Chicago | Music - Country & Folk |
| Katsura Sunshine | Chicago | Performance - Comedic |
| Kaylee Rose & Jami Belushi | Chicago | Music - Rock & Metal |
| KBong & Johnny Cosmic | Chicago | Music - Rock & Metal |
| Keiko Matsui | Chicago | Music - Jazz |
| Keller Williams | Chicago | Music - Alternative Rock |
| Kelsy Karter and The Heroines | Chicago | Music - Rock & Metal |
| Kesha | Tinley Park | Music - Rock & Metal |
| Kevin Bozeman | Chicago | Performance - Comedic |
| Kevin Ross | Chicago | Music - Soul / R & B |
| Kill Lincoln | Chicago | Music - Alternative Rock |
| Killer Queen | Joliet | Arts - Concerts |
| Kim Gordon | Chicago | Music - Alternative Rock |
| Kinky Boots | Chicago | Performance - Musical |
| Koe Wetzel & Corey Kent | Chicago | Music - Country & Folk |
| Kool and The Gang, Morris Day and The Time & ConFunkShun | Highland Park | Music - Soul / R & B |
| KPop Club Night | Chicago | Nightlife - Live Music |
| KVON - Kevan Moezzi | Batavia | Performance - Comedic |
| L.A. Guns | St. Charles | Music - Alternative Rock |
| La Texana | Chicago | Music - Latin |
| Labrinth With The Chicago Philharmonic | Highland Park | Music - Jazz |
| Lakeview Taco Fest | Chicago | Festivals - Culinary |
| Larkin Poe | St. Charles | Music - Alternative Rock |
| Larry Reeb | Rosemont | Performance - Comedic |
| Laura Ramoso | Chicago | Performance - Comedic |
| Lauren Alaina | Aurora | Music - Country & Folk |
| Le Youth | Chicago | Music - Electronic & Trance |
| Leah Lamarr | Chicago | Performance - Comedic |
| Ledisi | Hammond | Music - Soul / R & B |
| Lee Harris | Oakbrook Terrace | Nightlife - Live Music |
| Lee Rocker | Des Plaines | Music - Jazz |
| Lenny Schmidt | Rosemont | Performance - Comedic |
| Leonid & Friends - A Tribute To Chicago | Skokie | Arts - Concerts |
| Leonid & Friends - A Tribute to Chicago | St. Charles | Performance - Singer / Impersonator |
| Lettuce | Chicago | Music - Alternative Rock |
| Lights Out - A UFO Experience | St. Charles | Nightlife - Live Music |
| Lightscape at the Chicago Botanic Garden | Glencoe | Festivals - Holiday Event / Party |
| Lil Wayne & 2 Chainz | Chicago | Music - Hip Hop & Rap |
| Lily Allen | Chicago | Music - Rock & Metal |
| Lincoln Park Greek Fest | Chicago | Festivals - Cultural |
| Lincoln Park Wine Fest | Chicago | Festivals - Wine Tasting |
| Lincoln Park Wine Festival | Chicago | Festivals - Wine Tasting |
| Lincoln Square Apple Fest | Chicago | Festivals |
| Lincoln Square Farmers Market | Chicago | Retail - Farmer's Market |
| Lindsey Stirling | Rosemont | Music - Rock & Metal |
| Linger - Tribute to the Cranberries | Des Plaines | Nightlife - Live Music |
| Lionel Richie & Earth, Wind and Fire | Chicago | Music - Soul / R & B |
| Live Band Karaoke | Chicago | Nightlife - Karaoke |
| Logan Square Arts Festival | Chicago | Festivals - Arts Festival / Fair |
| LOKI - The End of the World Tour | Chicago | Performance - Musical |
| Lollapalooza | Chicago | Festivals - Music |
| Lollapalooza - Friday | Chicago | Festivals - Music |
| Lollapalooza - Saturday | Chicago | Festivals - Music |
| Lollapalooza - Sunday | Chicago | Festivals - Music |
| Lollapalooza - Thursday | Chicago | Festivals - Music |
| Los Lonely Boys | Des Plaines | Music - Rock & Metal |
| Los Tigres del Norte | Highland Park | Music - Latin |
| Lou Gramm | Des Plaines | Music - Rock & Metal |
| Lou Gramm | St. Charles | Music - Rock & Metal |
| Louis Tomlinson | Rosemont | Music - Rock & Metal |
| Low Water Bridge Band | Chicago | Music - Country & Folk |
| Lucy Dacus With The Chicago Philharmonic | Chicago | Music - Rock & Metal |
| Ludovico Einaudi | Chicago | Arts - Concerts |
| Luis J. Gomez - Comedian | Chicago | Performance - Comedic |
| Luis J. Gomez - Comedian | Rosemont | Performance - Comedic |
| Lupe Fiasco | Chicago | Music - Hip Hop & Rap |
| Lupillo Rivera | Rosemont | Music - Latin |
| Lykn | Chicago | Music - Rock & Metal |
| Lyle Lovett | Chicago | Music - Country & Folk |
| Lynyrd Skynyrd & Loverboy | Tinley Park | Music - Rock & Metal |
| Madison Beer | Chicago | Music - Rock & Metal |
| Magic City Hippies | Highland Park | Music - Alternative Rock |
| Major League Wrestling: Azteca Lucha | Cicero | Sports - Wrestling |
| Mana | Rosemont | Arts - Concerts |
| Manager's Reception at Country Inn | Roselle | Miscellaneous |
| Marc E. Bassy | Chicago | Music - Hip Hop & Rap |
| Marc Martel's One Vision of Queen | Des Plaines | Nightlife - Live Music |
| Marc Martel's One Vision of Queen | St. Charles | Nightlife - Live Music |
| Margaret Cho | Joliet | Performance - Comedic |
| Mariachazo: Mariachi Vargas De Tecalitlan & Nuevo Tecatitlan Mariachi... | Rosemont | Music - Latin |
| Mark Paul | Schaumburg | Performance - Comedic |
| Marlon Magnee | Chicago | Music - Rock & Metal |
| Marlon Wayans | Schaumburg | Performance - Comedic |
| MARO | Chicago | Music - Rock & Metal |
| Martin Amini | Chicago | Performance - Comedic |
| Martin Garrix | Chicago | Music - Electronic & Trance |
| Martina McBride | Highland Park | Music - Country & Folk |
| Mary Kutter | Chicago | Music - Country & Folk |
| Mat Kearney | Chicago | Music - Rock & Metal |
| Matt Rife | Chicago | Performance - Comedic |
| Matthew Broussard | Batavia | Performance - Comedic |
| Matty Chymbor | Batavia | Performance - Comedic |
| Max McNown | Chicago | Music - Country & Folk |
| Maxim Galkin | Chicago | Music - Alternative Rock |
| Maybe Happy Ending - A New Musical | Chicago | Performance - Musical |
| Maz Jobrani | Skokie | Performance - Comedic |
| MC Chris | West Chicago | Music - Hip Hop & Rap |
| McHenry Music Festival | McHenry | Festivals - Music |
| McHenry Music Festival | McHenry | Festivals - Music |
| McHenry Music Festival | McHenry | Festivals - Music |
| Meghan Trainor | Chicago | Music - Rock & Metal |
| Melanie C | Chicago | Music - Rock & Metal |
| Men At Work, Toad The Wet Sprocket & Shonen Knife | New Lenox | Music - Rock & Metal |
| Metaphor: ReFantazio Orchestra Concert | Chicago | Arts - Concerts |
| Metric, Broken Social Scene & Stars | Chicago | Music - Rock & Metal |
| Michael Blaustein | Joliet | Performance - Comedic |
| Michael Carbonaro | Skokie | Performance - Magic and Illusion |
| Michael Glabicki | Chicago | Music - Alternative Rock |
| Michael Lington & Paul Taylor | Chicago | Music - New Age & Spiritual |
| Michael Shannon & Jason Narducy | Chicago | Music - Alternative Rock |
| Micky Dolenz | Joliet | Arts - Concerts |
| Midnight Sun | Chicago | Music - Rock & Metal |
| Midsommarfest | Chicago | Festivals |
| Mikaela Davis | Evanston | Nightlife - Live Music |
| Mike Campbell and The Dirty Knobs | Chicago | Music - Rock & Metal |
| Mike E. Winfield | Schaumburg | Performance - Comedic |
| Millennium Art Festival | Chicago | Festivals - Arts Festival / Fair |
| Millennium Park Outdoor Public Art Walking Tour | Chicago | Educational - Walking Tour |
| Millennium Park Summer Film Series | Chicago | Festivals - Film Festival |
| Millennium Park Summer Music Series | Chicago | Festivals - Music |
| Millennium Park Summer Workouts | Chicago | Health & Fitness |
| Mindy Smith | Evanston | Music - Country & Folk |
| Miranda Lambert | Highland Park | Music - Country & Folk |
| Mob Wives | Chicago | Dining - Dinner Show |
| Modest Mouse | Chicago | Music - Alternative Rock |
| moe. & Umphrey's McGee | Highland Park | Music - Rock & Metal |
| Molly Miller Trio | Evanston | Music - Rock & Metal |
| Mon Laferte | Rosemont | Music - Latin |
| Monolord | Chicago | Music - Rock & Metal |
| Monroe Martin | Batavia | Performance - Comedic |
| Monsta X | Rosemont | Music - Hip Hop & Rap |
| Morgan Wallen, Brooks & Dunn, Gavin Adcock, & Zach John King... | Chicago | Music - Country & Folk |
| Morgan Wallen, Ella Langley, Gavin Adcock, & Zach John King | Chicago | Music - Country & Folk |
| Motley Crue & Tesla | Tinley Park | Music - Rock & Metal |
| Mr Tout Le Monde | Chicago | Music - Electronic & Trance |
| Mr. Speed | St. Charles | Arts - Concerts |
| Mr. Speed | Des Plaines | Music - Rock & Metal |
| MrBallen | Chicago | Educational - Class |
| Ms. Pat | Schaumburg | Performance - Comedic |
| Mt. Joy | Chicago | Music - Country & Folk |
| Mumford and Sons, Caamp & Dylan Gossett | Chicago | Music - Rock & Metal |
| Muse | Tinley Park | Music - Rock & Metal |
| Mushroomhead & Fear Factory | St. Charles | Music - Alternative Rock |
| Mushroomhead & Fear Factory | Hobart | Music - Alternative Rock |
| Music Of The Baroque Orchestra & Chorus | Highland Park | Arts - Concerts |
| Myron Jewell | Chicago | Performance - Comedic |
| Naomi Scott | Chicago | Music - Rock & Metal |
| NASCAR Cup Series | Cicero | Sports |
| NASCAR O'Reilly Auto Parts Series | Cicero | Sports |
| Nate Bargatze | Rosemont | Performance - Comedic |
| Ne-Yo & Akon | Tinley Park | Music - Soul / R & B |
| Needtobreathe & Drew And Ellie Holcomb | Chicago | Music - Rock & Metal |
| New Japan Pro Wrestling | Hoffman Estates | Sports - Wrestling |
| New Wave Night | Chicago | Nightlife - Live Music |
| New Year's Eve Fireworks | Chicago | Festivals - Holiday Event / Party |
| Nick Colletti | Batavia | Performance - Comedic |
| NieR: Orchestra Concert | Chicago | Arts - Concerts |
| Nikki Glaser | Chicago | Performance - Comedic |
| Noah Kahan | Chicago | Music - Rock & Metal |
| Noise Complaints | Chicago | Nightlife - Live Music |
| North Coast Music Festival | Bridgeview | Festivals - Music |
| North Coast Music Festival - Saturday | Bridgeview | Festivals - Music |
| North Coast Music Festival - Sunday | Bridgeview | Festivals - Music |
| Northalsted Market Days | Chicago | Festivals |
| Nunsense | Oakbrook Terrace | Performance - Musical |
| Nutcracker! Magical Christmas Ballet | Rosemont | Performance - Ballet |
| NV5 Invitational | Glenview | Sports - Golf |
| O.A.R., Gavin DeGraw & KT Tunstall | Chicago | Music - Alternative Rock |
| Oddities and Curiosities Expo | Chicago | Festivals - Exibitions |
| of Montreal | Chicago | Music - Alternative Rock |
| Old Town Art Fair | Chicago | Festivals - Arts Festival / Fair |
| One Night In Memphis | St. Charles | Arts - Concerts |
| Opera Festival of Chicago: Adriana Lecouvreur | Skokie | Arts - Opera |
| Osees | Chicago | Music - Rock & Metal |
| Oskar Med K | Chicago | Music - Electronic & Trance |
| Outlander In Concert | Chicago | Arts - Concerts |
| Outlaw Festival | Tinley Park | Festivals - Music |
| Overtime, Durte, Jake LaCoste, Wildcard & Shawn Paris | Joliet | Music - Hip Hop & Rap |
| Pandora's Box - Aerosmith Tribute Band | St. Charles | Arts - Concerts |
| Passion Pit | Chicago | Music - Alternative Rock |
| Pat Tomasulo | Chicago | Performance - Comedic |
| Pat Travers | Hobart | Music - Rock & Metal |
| Paul Simon | Highland Park | Music - Rock & Metal |
| Paula Cole | Chicago | Music - Rock & Metal |
| Pavement | Chicago | Music - Alternative Rock |
| PawPaw Rod | Chicago | Music - Rock & Metal |
| Pepper & The Movement | Chicago | Music - Rock & Metal |
| Perry Maysun | Chicago | Music - Hip Hop & Rap |
| Pete Lee | Batavia | Performance - Comedic |
| Peter Antoniou | Rosemont | Performance - Comedic |
| Peter Antoniou | Chicago | Performance - Comedic |
| Peter Hook And The Light | Chicago | Music - Alternative Rock |
| Phil Wickham | Hoffman Estates | Music - New Age & Spiritual |
| Phoebe Robinson | Chicago | Performance - Comedic |
| Pitbull & Lil Jon | Tinley Park | Music - Hip Hop & Rap |
| Playlunch | Chicago | Music - Rock & Metal |
| Plush | McHenry | Music - Rock & Metal |
| Poi Dog Pondering | Aurora | Music - Alternative Rock |
| Pokemon GO Fest | Chicago | Festivals |
| Pooh 60th Anniversary Finale | Des Plaines | Arts - Concerts |
| Poppy | Chicago | Music - Alternative Rock |
| Pour Minds Podcast | Chicago | Performance - Headliner |
| Powerman 5000 | Hobart | Music - Rock & Metal |
| President - Band | Chicago | Music - Alternative Rock |
| Preston Cooper | Chicago | Music - Country & Folk |
| Prewn | Chicago | Music - Alternative Rock |
| Printers Row Lit Fest | Chicago | Festivals |
| Psychedelic Funk & Soul Nite: Sly and The Family Stone | Des Plaines | Arts - Concerts |
| Punch Brothers | Evanston | Music - Country & Folk |
| Punk Rock Monday | Chicago | Nightlife - Theme Night |
| Pure Prairie League | St. Charles | Music - Rock & Metal |
| Pussycat Dolls, Lil Kim & Mya | Tinley Park | Music - Rock & Metal |
| Quiet Riot & Vixen | St. Charles | Music - Rock & Metal |
| Radkey | Chicago | Music - Rock & Metal |
| Rainforest Falls VBS | Evanston | Kids - Children's Activities |
| Randy Feltface | Chicago | Performance - Comedic |
| Ravenswood ArtWalk Tour of Arts and Industry | Chicago | Festivals - Arts Festival / Fair |
| Rawayana | Chicago | Nightlife - Live Music |
| Ray LaMontagne | Highland Park | Music - Rock & Metal |
| Ray LaMontagne | Highland Park | Music - Rock & Metal |
| Reggaeton Rave | Chicago | Arts - Concerts |
| Reindeer Run: Run Through the Zoo! | Brookfield | Festivals - Holiday Event / Party |
| Retro on Roscoe | Chicago | Festivals |
| Ribfest Chicago | Chicago | Festivals - Culinary |
| Ricardo Montaner | Rosemont | Music - Latin |
| Rick Ross | Lisle | Music - Hip Hop & Rap |
| Rick Ross and The Renaissance Orchestra | Chicago | Music - Hip Hop & Rap |
| Ricky Martin | Highland Park | Music - Latin |
| Riff Wood | Chicago | Music - Rock & Metal |
| Ringling Bros. And Barnum & Bailey Circus | Rosemont | Performance - Circus / Animal Show |
| Riot Fest | Chicago | Festivals - Music |
| Riot Fest | Chicago | Festivals - Music |
| Riot Fest | Chicago | Festivals - Music |
| Ripple Music Showcase | Chicago | Nightlife - Live Music |
| RiverWorks | Chicago | Educational - Science & Nature |
| Roast Battle | Rosemont | Performance - Comedic |
| Roast Battle Chicago | Chicago | Performance - Comedic |
| Rob Zombie & Marilyn Manson | Tinley Park | Music - Rock & Metal |
| Robyn | Chicago | Music - Rock & Metal |
| Rock of Ages | Woodstock | Performance - Musical |
| Rod Stewart & Richard Marx | Highland Park | Music - Rock & Metal |
| Rodney Crowell | Evanston | Music - Country & Folk |
| Roger Clyne And The Peacemakers | Berwyn | Music - Rock & Metal |
| Roosevelt Lakers vs. Davenport University Panthers | Chicago | Sports - College Football |
| Roosevelt Lakers vs. Michigan Tech Huskies | Chicago | Sports - College Football |
| Roosevelt Lakers vs. Saginaw Valley State Cardinals | Chicago | Sports - College Football |
| Roosevelt Lakers vs. UW Oshkosh Titans | Chicago | Sports - College Football |
| Rosalia | Chicago | Music - Rock & Metal |
| Roscoe Village Burger Fest | Chicago | Festivals - Culinary |
| Rostam | Chicago | Music - Rock & Metal |
| Royel Otis | Chicago | Music - Rock & Metal |
| Rufus Du Sol | Chicago | Music - Electronic & Trance |
| Rush | Chicago | Arts - Concerts |
| Rx Bandits | Chicago | Music - Alternative Rock |
| Ryan Goodcase | Chicago | Performance - Comedic |
| Sal Da Vinci & Fausto Leali | Des Plaines | Music - New Age & Spiritual |
| Sammy Rae and The Friends & Melt | Chicago | Music - Alternative Rock |
| Santana & The Doobie Brothers | Tinley Park | Music - Rock & Metal |
| Sarah Colonna | Batavia | Performance - Comedic |
| Sarah McLachlan & Allison Russell | Chicago | Music - Rock & Metal |
| Seahaven | Chicago | Music - Alternative Rock |
| Seedhe Maut | Chicago | Music - New Age & Spiritual |
| Shotgun Willie | Hobart | Music - Country & Folk |
| Sierra Ferrell | Chicago | Music - Jazz |
| Silverada | Chicago | Music - Country & Folk |
| Sistas Who Kill | Chicago | Educational - Class |
| Sitcom Comedy Night | St. Charles | Performance - Comedic |
| Six Feet Under, Kataklysm & Wormhole | Chicago | Music - Alternative Rock |
| Sixteen Candles | Aurora | Music - Rock & Metal |
| Skeleton Crewe | Chicago | Nightlife - Live Music |
| Slightly Stoopid | Chicago | Music - Alternative Rock |
| Snoop Dogg | Highland Park | Music - Hip Hop & Rap |
| Soda Blonde | Chicago | Music - Rock & Metal |
| Solya | Chicago | Music - Alternative Rock |
| Son Little | Chicago | Music - Alternative Rock |
| Son Rompe Pera | Chicago | Music - Alternative Rock |
| Sons Of The Silent Age | Evanston | Miscellaneous |
| Soul Message Band | Chicago | Nightlife - Jazz |
| South Pacific | Aurora | Performance - Musical |
| Southport Art Festival | Chicago | Festivals - Arts Festival / Fair |
| Squeeze | Highland Park | Music - Rock & Metal |
| Squirrel Nut Zippers | Highland Park | Music - Rock & Metal |
| St. Vincent | Highland Park | Music - Rock & Metal |
| Staind, Seether, & Hinder | Tinley Park | Music - Alternative Rock |
| Stand By Me: The Film and Its Stars 40 Years Later | Chicago | Festivals - Film Festival |
| Static-X | McHenry | Music - Rock & Metal |
| Stayin' Alive - A Salute To The Music of The Bee Gees | Aurora | Music - Rock & Metal |
| Steel Pulse | Chicago | Nightlife - Live Music |
| Steve Earle | Evanston | Music - Country & Folk |
| Steve Hofstetter | Chicago | Performance - Comedic |
| Steve Hofstetter | Batavia | Performance - Comedic |
| Stewart Copeland | Skokie | Arts - Concerts |
| Stryper | St. Charles | Music - Rock & Metal |
| Sub Urban | Chicago | Music - Soul / R & B |
| Suffs | Chicago | Performance - Musical |
| Suicideboys & Destroy Lonely | Tinley Park | Music - Hip Hop & Rap |
| Summer of '99 and Beyond Festival | Tinley Park | Festivals - Music |
| Summer of '99 and Beyond Festival | Tinley Park | Festivals - Music |
| Sunday Night Live | Chicago | Music - Alternative Rock |
| Susan Rice | Hobart | Educational - Class |
| Swan Lake: Symphony of Lights | Chicago | Performance - Ballet |
| Tab Benoit | McHenry | Music - Jazz |
| Tab Benoit | Hobart | Music - Jazz |
| Tacos and Tamales Festival | Chicago | Festivals - Cultural |
| Tacos and Tequila Festival | Geneva | Festivals |
| Tank and The Bangas | Chicago | Music - Soul / R & B |
| Tash Sultana | Chicago | Music - Soul / R & B |
| Taste of Chicago | Chicago | Festivals - Culinary |
| Taste of Greektown | Chicago | Festivals - Cultural |
| Taste of Lincoln Avenue | Chicago | Festivals - Culinary |
| Taste of Polonia | Chicago | Festivals - Music |
| Taste of Randolph | Chicago | Festivals |
| Taste of River North | Chicago | Festivals - Culinary |
| TC Carson | Chicago | Music - Jazz |
| Ted Nugent | Des Plaines | Music - Rock & Metal |
| Ted Nugent | St. Charles | Music - Rock & Metal |
| Tedeschi Trucks Band | Chicago | Music - Jazz |
| Teen Jesus And The Jean Teasers | Chicago | Music - Rock & Metal |
| Ten - Pearl Jam Tribute | Chicago | Arts - Concerts |
| The Bank of America Chicago Marathon | Chicago | Health - Fundraiser Walk / Run / Bike |
| The Beach Boys | Aurora | Music - Rock & Metal |
| The Beat Goes On - Cher Tribute Show | Des Plaines | Music - Rock & Metal |
| The Best of Chicago Showcase | Rosemont | Performance - Comedic |
| The Black Cadillacs & Nature Show | Chicago | Nightlife - Live Music |
| The Black Crowes, Whiskey Myers & Southall | Tinley Park | Music - Rock & Metal |
| The Black Keys | Chicago | Music - Alternative Rock |
| The Bones of J.R. Jones | Berwyn | Music - Country & Folk |
| The Bros. Landreth | Berwyn | Music - Country & Folk |
| The Buena Vista Orchestra | Chicago | Arts - Concerts |
| The Cab | Chicago | Music - Rock & Metal |
| The Calling | Des Plaines | Music - Rock & Metal |
| The Crane Wives | Chicago | Music - Rock & Metal |
| The Dead South | Chicago | Music - Country & Folk |
| The Dear Hunter | Chicago | Music - Alternative Rock |
| The Ex Faces | McHenry | Music - Alternative Rock |
| The Ex-Faces | Hobart | Music - Rock & Metal |
| The Expendables | McHenry | Music - Alternative Rock |
| The Fray & Dashboard Confessional | Chicago | Music - Rock & Metal |
| The Great Bake Walk | Chicago | Festivals - Culinary |
| The Guess Who | Chicago | Music - Rock & Metal |
| The High Kings | Des Plaines | Music - New Age & Spiritual |
| The Hold Steady | Chicago | Music - Alternative Rock |
| The Hold Steady | Chicago | Performance - Comedic |
| The Hold Steady | Chicago | Music - Alternative Rock |
| The Human League, Soft Cell & Alison Moyet | Chicago | Music - Alternative Rock |
| The Iconic Fest | Chicago | Festivals - Music |
| The James Hunter Six | Evanston | Music - Soul / R & B |
| The Jazz Room | Chicago | Music - Jazz |
| The Jury Experience - Death on the Port Side: Will Chicago Deliver Justice?… | Chicago | Performance |
| The Jury Experience: An Immersive Courtroom Case | Chicago | Miscellaneous |
| The Kevin Langue Show Live | Chicago | Performance - Comedic |
| The Kody Norris Show | Highland Park | Music - Country & Folk |
| The Last Revel | Chicago | Music - Country & Folk |
| The Letterman | Des Plaines | Music - Rock & Metal |
| The Living Tombstone | Chicago | Music - Electronic & Trance |
| The Marcus King Band | Chicago | Music - Jazz |
| The Marvelous Miss Gender Tour | Chicago | Performance |
| The Moth Storyslam | Chicago | Performance |
| The Murder Junkies | Chicago | Music - Alternative Rock |
| The Neighbourhood | Chicago | Music - Alternative Rock |
| The Notebook - The Musical | Chicago | Performance - Musical |
| The NTH Power | Chicago | Music - Soul / R & B |
| The Okee Dokee Brothers | Highland Park | Music - Jazz |
| The Old 97's | Berwyn | Music - Alternative Rock |
| The Pretty Reckless | Chicago | Music - Alternative Rock |
| The Price Is Right | Gary | Performance - Game Show Event |
| The Producers - Theatrical Production | Naperville | Performance - Musical |
| The R&B Lovers Tour | Chicago | Music - Soul / R & B |
| The Samples | Chicago | Music - Alternative Rock |
| The Second City Mainstage 114th Revue | Chicago | Performance - Comedic |
| The SpongeBob Musical | Lincolnshire | Performance - Musical |
| The Strike | Chicago | Music - Rock & Metal |
| The Stylistics | St. Charles | Music - Soul / R & B |
| The Ultimate Chicago Summer Concert Series: Blues Traveler | Brookfield | Music - Rock & Metal |
| The Ultimate Chicago Summer Concert Series: Melissa Etheridge… | Brookfield | Music - Rock & Metal |
| The Ultimate Chicago Summer Concert Series: Nelly | Brookfield | Music - Hip Hop & Rap |
| The Vampire Circus | Des Plaines | Performance |
| The Vampire Circus | St. Charles | Performance - Theater |
| The Wailin' Jennys | Waukegan | Music - Country & Folk |
| The Wallflowers | Chicago | Music - Rock & Metal |
| The Wizard of Oz | Arlington Heights | Performance - Musical |
| Thee Sacred Souls | Chicago | Music - Soul / R & B |
| Therapy Gecko | Chicago | Performance - Headliner |
| Thirst Trap Salon with Manny Petty | Chicago | Performance - Comedic |
| Three Pianos | Chicago | Music - Rock & Metal |
| Tiera O'Leary | Chicago | Performance - Comedic |
| Tiffany Haddish | Schaumburg | Performance - Comedic |
| Tigers Jaw | Chicago | Music - Alternative Rock |
| Tim McGraw & 49 Winchester | Tinley Park | Music - Country & Folk |
| Timmy No Brakes | Rosemont | Performance - Comedic |
| Timmy No Brakes | Chicago | Performance - Comedic |
| Tito Nieves | Chicago | Music - Latin |
| TLC, Salt-N-Pepa & En Vogue | Chicago | Music - Soul / R & B |
| Todd Rundgren | Des Plaines | Music - Rock & Metal |
| Todd Rundgren | St. Charles | Music - Rock & Metal |
| Tom Jones | Highland Park | Music - Rock & Metal |
| Tomahawk | Chicago | Music - Rock & Metal |
| Tommy James and The Shondells | St. Charles | Arts - Concerts |
| Tony Dabas | Rosemont | Performance - Comedic |
| Top Gun: Maverick In Concert | Chicago | Arts - Concerts |
| Top Of The World - A Tribute to The Carpenters | St. Charles | Music - Rock & Metal |
| Top Of The World - A Tribute to The Carpenters | Des Plaines | Arts - Concerts |
| Tori Amos | Chicago | Music - Alternative Rock |
| Total Chaos | Chicago | Music - Rock & Metal |
| Totally Tubular Festival | Aurora | Festivals - Music |
| Train, Barenaked Ladies & Matt Nathanson | Tinley Park | Music - Rock & Metal |
| Trapped in a Musical | Chicago | Nightlife - Comedy |
| Trending - 2026 Chicago Summer Tequila Tasting Festival | Chicago | Festivals - Liquor Tasting |
| Tributes to Disturbed, Avenged Sevenfold & Godsmack | Hobart | Nightlife - Live Music |
| Trivia Night at The Pink Squirrel | Chicago | Nightlife - Trivia |
| Trousdale | Evanston | Music - Rock & Metal |
| Tucker Wetmore | Chicago | Music - Country & Folk |
| Tuesdays @ Black Hole Bar | Chicago | Nightlife - Parties |
| Turnpike Troubadours | Chicago | Music - Country & Folk |
| Two Door Cinema Club | Chicago | Music - Rock & Metal |
| Tyler Childers | Chicago | Music - Country & Folk |
| Tyler Hilton & Kate Voegele | Chicago | Music - Rock & Metal |
| UB40 | Aurora | Music - New Age & Spiritual |
| UB40 | Chicago | Music - New Age & Spiritual |
| UFE Chicago | Willowbrook | Sports |
| Ugly Kid Joe | Joliet | Music - Rock & Metal |
| Umpire Unmasked: Vincent Chapman | Schaumburg | Performance - Comedic |
| Underscores | Chicago | Music - Electronic & Trance |
| Undertale Live: The Determination Symphony | Chicago | Arts - Concerts |
| Uptown Farmers Market | Chicago | Retail - Flea Market |
| VeryPride!: Jaguar & Matt Suave | Chicago | Music - Electronic & Trance |
| Victor Garcia | Evanston | Music - Jazz |
| Vincent Bryant - Comedy | Chicago | Performance - Comedic |
| W.A.S.P. | Des Plaines | Music - Rock & Metal |
| W.A.S.P. | St. Charles | Music - Rock & Metal |
| Wait Wait...Don't Tell Me | Chicago | Performance |
| Wale & Smino | Chicago | Music - Hip Hop & Rap |
| Watchhouse | Evanston | Music - Country & Folk |
| Water for Elephants - The Musical | Chicago | Performance - Musical |
| Wavves | Chicago | Music - Rock & Metal |
| Weekend Brunch at Cindy's | Chicago | Dining - Brunch |
| Weekend Brunch at Ema | Chicago | Dining - Brunch |
| Weezer, The Shins & Silversun Pickups | Chicago | Music - Alternative Rock |
| Weird Al Yankovic | Chicago | Performance - Comedic |
| Wells Street Art Festival | Chicago | Festivals - Arts Festival / Fair |
| West Loop Art Fest | Chicago | Festivals - Arts Festival / Fair |
| West Side Story | Skokie | Performance - Musical |
| Whaddayaknow Trivia | Chicago | Nightlife - Trivia |
| When Chai Met Toast | Chicago | Music - Rock & Metal |
| Whine Down with Jana Kramer And Friends | Chicago | Performance - Comedic |
| White Denim | Evanston | Music - Rock & Metal |
| Whose Live Anyway? | Waukegan | Performance - Comedic |
| Wicker Park Farmers Market | Chicago | Retail - Flea Market |
| Wicker Park Fest | Chicago | Festivals |
| Widowspeak | Chicago | Music - Alternative Rock |
| Wilderado | Chicago | Music - Rock & Metal |
| Wilderness Walk | Chicago | Educational - Science & Nature |
| Willi Carlisle | Evanston | Music - Country & Folk |
| William Shatner Live After a Screening of Star Trek II: Wrath of Khan... | Joliet | Performance - Comedic |
| Windy City Smokeout Festival | Chicago | Festivals - Music |
| Windy City Smokeout Festival | Chicago | Festivals - Music |
| Windy City Smokeout Festival | Chicago | Festivals - Music |
| Windy City Smokeout Festival | Chicago | Festivals - Music |
| Wine and Art Walk | Lisle | Festivals - Wine Tasting |
| Wintrust Magnificent Mile Lights Festival | Chicago | Festivals - Holiday Event / Party |
| Witch Club Satan | Chicago | Music - Rock & Metal |
| World Ballet Company: Swan Lake | Joliet | Performance - Ballet |
| World Ballet Company: Swan Lake | Skokie | Performance - Ballet |
| World Ballet Company: Swan Lake | Waukegan | Performance - Ballet |
| World Dumpling Fest | Chicago | Festivals - Culinary |
| World Oddities Expo | Rosemont | Festivals - Exibitions |
| World of Warcraft: 20 Years of Music | Chicago | Arts - Concerts |
| Worm | Chicago | Music - Rock & Metal |
| Wu-Tang Clan & Bone Thugs N Harmony | Tinley Park | Music - Hip Hop & Rap |
| Y&T | St. Charles | Music - Rock & Metal |
| Yacht Rock Revue | Chicago | Music - Rock & Metal |
| Yannis Pappas | Batavia | Performance - Comedic |
| Yeat | Chicago | Music - Hip Hop & Rap |
| Yo-Yo Ma & The Chicago Symphony Orchestra | Chicago | Arts - Concerts |
| Yot Club | Chicago | Music - Alternative Rock |
| You Should Know Podcast | Chicago | Performance - Headliner |
| Youbet | Chicago | Music - Alternative Rock |
| Young The Giant, Cold War Kids & KennyHoopla | Chicago | Music - Alternative Rock |
| Yuja Wang | Chicago | Arts - Concerts |
| Zac Brown Band | Rosemont | Music - Country & Folk |
| Zayn | Chicago | Music - Rock & Metal |
| Zebra | St. Charles | Music - Rock & Metal |
| Ziggy Marley & Thievery Corporation | Highland Park | Nightlife - Live Music |
| Zoo Uncorked | Brookfield | Festivals - Liquor Tasting |
