Things to Do in Chicago This Weekend: Aug 21–23

Fri Aug 21, 18:00

Billy Currington & Kip Moore

The Salt Shed Outdoors (Fairgrounds)

Tickets on Ticketmaster

Fri Aug 21, 18:30

Chicago Sky vs. Golden State Valkyries

Wintrust Arena

Tickets on Ticketmaster

Aug 21 – Aug 23 · 3 dates

Chicago White Sox vs. New York Mets

Rate Field

Tickets on Ticketmaster

Fri Aug 21, 19:00

Isoxo Presents: Hardcore Diva - Fall 2026 North America Tour

Festival Hall At Navy Pier

Tickets on Ticketmaster

Aug 21 – Aug 22 · 2 dates

The R&B Tour - Starring Usher Raymond & Chris Brown

Soldier Field

Tickets on Ticketmaster

Fri Aug 21, 19:00

WILLIS

House of Blues Chicago

Tickets on Ticketmaster

Fri Aug 21, 19:30

Kacey Musgraves - Middle of Nowhere Tour

United Center

Tickets on Ticketmaster

Fri Aug 21, 20:00

Eagles of Death Metal

Metro

Tickets on Ticketmaster

Aug 21 – Aug 31 · 2 dates

ChiTown Drive-In Presents - Shrek

ChiTown Movies

Aug 21 – Aug 28 · 2 dates

ChiTown Drive-In Presents - Friday the 13rh (the original!)

ChiTown Movies

Sat Aug 22, 18:30

Galantis with TELYKAST

The Salt Shed Outdoors (Fairgrounds)

Tickets on Ticketmaster

Sat Aug 22, 19:00

Desi Banks

Vic Theatre

Tickets on Ticketmaster

Sat Aug 22, 19:30

BabyChiefDoit

Ramova Theatre

Tickets on Ticketmaster

Sat Aug 22, 20:00

House of Burlesque

Foundation Room at House of Blues Chicago

Tickets on Ticketmaster

Sat Aug 22, 20:00

Polo & Pan - Americas Tour 2026

Aragon Ballroom

Tickets on Ticketmaster

Sat Aug 22, 20:00

R&B ONLY LIVE - Chicago, IL

House of Blues Chicago

Sun Aug 23, 16:00

TNA Wrestling presents Lockdown PPV

Credit Union 1 Arena at UIC

Tickets on Ticketmaster

Sun Aug 23, 18:00

Chicago Sky vs. Indiana Fever

Wintrust Arena

Tickets on Ticketmaster

Aug 23 – Aug 30 · 2 dates

ChiTown Drive-In Presents - Sinners

ChiTown Movies

Aug 23 – Aug 30 · 2 dates

ChiTown Drive-In Presents - Night of the Living Dead

ChiTown Movies