11:15 PM
Jack Daniel’s Hwy #7 presents: Sylvan Esso (DJ Set)
Elston Electric Free
Today Thursday, Oct 22
11:15 PM
Jack Daniel’s Hwy #7 presents: Sylvan Esso (DJ Set)
Elston Electric Free
Tomorrow Friday, Oct 23
11:00 AM
Vip Stadium Tour
Soldier Field Tickets
12:00 PM
Yousuke Yukimatsu
The Fields Studios Tickets
5:00 PM
***OFF-SITE*** Beatles & BBQ w/ Phil Angotti & Friends at Cheney Mansion!
FITZGERALDS NIGHTCLUB $68
5:30 PM
HAPPY HOUR in the SIDEBAR: KATHRYN & CHRIS!
FITZGERALDS SIDEBAR Free
5:30 PM
Happy Hour in the Sidebar with THE SCOVILLES!
FITZGERALDS SIDEBAR Free
6:00 PM
This Wild Life w/ Nate Bergman
Chop Shop - IL Tickets
7:00 PM
The Winter's Tale
Chicago Shakespeare Theater Tickets
7:00 PM
This Wild Life
Chop Shop Tickets
7:00 PM
Lil Ed & The Blues Imperials/Nora Jean Wallace Blues Band
Kingston Mines - Chicago Blues Center $23
7:00 PM
BRAD ARENA / THE LONG GOODBYE
Cubby Bear $13
7:30 PM
Tedeschi Trucks Band: Future Soul 2026 Tour
The Chicago Theatre Tickets
8:00 PM
Gilla Band
Bottom Lounge Tickets
8:00 PM
William Elliott Whitmore, Meg & the Wheelers
Reggies Rock Club Tickets
8:00 PM
Silvis, Everyday Fantastic, Om In Gold
Reggies Bananna's Shack Tickets
8:00 PM
Gilla Band, Piss
Bottom Lounge $32
8:00 PM
*SOLD OUT* PLAYGRND SERIES CHICAGO
Thalia Hall Free
8:00 PM
Matt Mathews: Not What I Ordered World Tour
The Venue at Horseshoe Casino Tickets
8:00 PM
Matt Mathews | Official Caesars Ticket + Hotel Packages
The Venue at Horseshoe Casino Tickets
8:30 PM
THE BONO BROS BAND w/ special guests Chris Neville and Nick Kitsos return to FITZGERALDS Historic Nightclub to raise awareness and funds for NAMI (National Alliance on Mental Illness)
FITZGERALDS NIGHTCLUB $24
8:30 PM
FRIDAY Night in the SIDEBAR w/ RIGHTEOUS ROOSTER!
FITZGERALDS SIDEBAR Free
8:30 PM
The Ron Burgundy's
Joe's Live Rosemont $17
9:00 PM
MJT the Band, Desmond Jones, When We Was Kids
Reggies Music Joint Tickets
9:00 PM
¥ØU$UK ¥UK1MAT$U: Autumn 2026 Tour
Aragon Ballroom Tickets
9:30 PM
The Messengers
Carol's Pub $8
10:00 PM
Grabbitz
Outset Tickets
10:00 PM
In the Mix
Three Top Lounge Free
Saturday, Oct 24
11:00 AM
FITZGERALDS FALL FAIR 5!
FITZGERALDS PATIO Free
12:00 PM
Bluegrass Brunch in the NIGHTCLUB with The BOX BAND!
FITZGERALDS NIGHTCLUB Free
2:00 PM
The Winter's Tale
The Yard at Chicago Shakespeare Tickets
3:00 PM
The Best of The Second City
Second City-Chicago: Mainstage Tickets
5:00 PM
SIDEBAR CLOSED for Private Event
FITZGERALDS SIDEBAR Tickets
6:00 PM
Soul Jam Featuring Russell Thompkins Jr. & the New Stylistics
Hard Rock Live Northern Indiana Tickets
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FAQ
What's on in Chicago?
Chicago has 293 upcoming events listed, including concerts, festivals, comedy shows and family activities. Browse the list above or filter by this weekend or free events.