Jill Scott - To Whom This May Concern Tour
Sat, Aug 22, 2026 · The Chicago Theatre
Sun, Aug 23, 2026 · The Chicago Theatre
The R&B Tour - Starring Usher Raymond & Chris Brown
Fri, Aug 21, 2026 · Soldier Field
Sat, Aug 22, 2026 · Soldier Field
Kacey Musgraves - Middle of Nowhere Tour
Fri, Aug 21, 2026 · United Center
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Fri, Aug 21, 2026 · The Fields Studios
Fri, Aug 21, 2026 · The Fields Studios
Fri, Aug 21, 2026 · The Fields Studios
Fri, Aug 21, 2026 · The Fields Studios
Fri, Aug 21, 2026 · The Fields Studios
+118 more — view all dates
Chicago Sky vs. Golden State Valkyries
Fri, Aug 21, 2026 · Wintrust Arena
Chicago White Sox vs. New York Mets
Fri, Aug 21, 2026 · Rate Field
Sat, Aug 22, 2026 · Rate Field
Sun, Aug 23, 2026 · Rate Field
WILLIS
Fri, Aug 21, 2026 · House of Blues Chicago
Isoxo Presents: Hardcore Diva - Fall 2026 North America Tour
Fri, Aug 21, 2026 · Navy Pier
Vape! The Grease Parody
Fri, Aug 21, 2026 · Apollo Theater
Sat, Aug 22, 2026 · Apollo Theater
Sat, Aug 22, 2026 · Apollo Theater
Sun, Aug 23, 2026 · Apollo Theater
Lowkey Lit Off the Hinge
Fri, Aug 21, 2026 · Reggies Bananna's Shack
Trouble Ahead
Fri, Aug 21, 2026 · Garcia's Chicago
ChiTown Drive-In Presents - Shrek
Fri, Aug 21, 2026 · ChiTown Movies
The Murder Junkies, Busby Death Chair, Fighting for Scraps, Acton's Di
Fri, Aug 21, 2026 · Reggies Music Joint
Fri, Aug 21, 2026 · Reggies Music Joint
ChiTown Drive-In Presents - Friday the 13th (the original!)
Fri, Aug 21, 2026 · ChiTown Movies
Chicago Architecture Center River Cruise Aboard First Lady
Fri, Aug 21, 2026 · Chicago Architecture Center - First Lady
Sat, Aug 22, 2026 · Chicago Architecture Center - First Lady
Sun, Aug 23, 2026 · Chicago Architecture Center - First Lady
The Chicago Theatre Tour Experience
Fri, Aug 21, 2026 · The Chicago Theatre Tour Experience
Sat, Aug 22, 2026 · The Chicago Theatre Tour Experience
Sun, Aug 23, 2026 · The Chicago Theatre Tour Experience
Yoga At Reggies On the Beach W/ Gillian McGhee
Sat, Aug 22, 2026 · Reggies On The Beach
The Impossibles, Space Monkey Mafia, DJ Chuck Wren
Sat, Aug 22, 2026 · Reggies Rock Club
Book of Wyrms, Dead Feathers, Groovy Love Vibes, Black Sunrise
Sat, Aug 22, 2026 · Reggies Music Joint
Sat, Aug 22, 2026 · Reggies Music Joint
R&B ONLY LIVE - Chicago, IL
Sat, Aug 22, 2026 · House of Blues Chicago
Garaj Mahal
Sat, Aug 22, 2026 · Garcia's Chicago
Polo & Pan - Americas Tour 2026
Sat, Aug 22, 2026 · Aragon Ballroom
House of Burlesque
Sat, Aug 22, 2026 · Foundation Room at House of Blues Chicago
ChiTown Drive-In Presents - Michael
Sat, Aug 22, 2026 · ChiTown Movies
The Impossibles, Boy Detective, Werewolf Detective, DJ Chuck Wren
Sat, Aug 22, 2026 · Reggies Rock Club
ChiTown Drive-In Presents - Obsession (2026)
Sat, Aug 22, 2026 · ChiTown Movies
Bluegrass Brunch with Mudflapps
Sun, Aug 23, 2026 · Garcia's Chicago
TNA Wrestling presents Lockdown PPV
Sun, Aug 23, 2026 · Credit Union 1 Arena at UIC
Chicago Sky vs. Indiana Fever
Sun, Aug 23, 2026 · Wintrust Arena
ChiTown Drive-In Presents - Sinners
Sun, Aug 23, 2026 · ChiTown Movies
Tongan Death Grip, SVNTN, Bellends
Sun, Aug 23, 2026 · Reggies Music Joint
Sun, Aug 23, 2026 · Reggies Music Joint
ChiTown Drive-In Presents - Night of the Living Dead
Sun, Aug 23, 2026 · ChiTown Movies