Things to do in Chicago, IL
Music, Food & Drink, Nightlife · morning/afternoon/evening Clear
Area
1,744 events · Music, Food & Drink, Nightlife · morning/afternoon/evening
Saturday, September 19
↻ Recurring
Sat · Sep 19 · 8:00 PM
GYPSY JAZZ FESTIVAL
Green Mill Cocktail Lounge
Sat · Sep 19 · 8:00 PM
Beth Hart
Riviera Theatre- IL · Chicago
Sat · Sep 19 · 8:30 PM
Hana Stretton w/ Austin Cash
Constellation
↻ RecurringSat · Sep 19 · 8:30 PM
Experiments
The Hideout
$20.93Sat · Sep 19 · 8:30 PM
Asaka the Renegade Color. Joel Q
Cole's Bar
$35-$169Sat · Sep 19 · 8:30 PM
The Bros. Landreth: Tumbling Wild Tour 2026 w/ special guest Madeleine Roger
FITZGERALDS NIGHTCLUB · Berwyn
$8Sat · Sep 19 · 9:00 PM
Riley Brothers Band
Joe's Live Rosemont · Rosemont
Sat · Sep 19 · 9:00 PM
Rigometrics, Lee Cleaveland & the Lefthand Band
Reggies Music Joint · Chicago
$27.30Sat · Sep 19 · 9:00 PM
KEESHEA PRATT
Buddy Guy's Legends
Sat · Sep 19 · 9:00 PM
Raviv
Reggies Bananna's Shack · Chicago
Sat · Sep 19 · 10:00 PM
LSR/CITY X by Gareth Emery (18 and Over with Valid Government ID)
Radius - Chicago · Chicago
$50Sat · Sep 19 · 10:00 PM
Riot Fest Late Night: Mom Jeans
Bottom Lounge · Chicago
Sat · Sep 19 · 11:00 PM
Alkaline Trio (18+)
Metro · Chicago
Sat · Sep 19 · 11:00 PM
Riot Fest Late Night: Casa Gogol Records Party
Sleeping Village
Sat · Sep 19 · 11:00 PM
Me the Body W/ Whispers
Reggies Rock Club · Chicago
Sunday, September 20
Sun · Sep 20 · 11:00 AM
Riot Fest 2026 - Sunday
Douglass Park · Chicago
↻ RecurringSun · Sep 20 · 3:00 PM
The Hoyle Brothers
Martyrs'
↻ Recurring
Sun · Sep 20 · 3:00 PM
UPTOWN POETRY SLAM
Green Mill Cocktail Lounge
Sun · Sep 20 · 4:00 PM
Nick Warren - Ages 21+
Castaways · Chicago
Sun · Sep 20 · 5:00 PM
75th Anniversary Celebration of Nelson Algren's "Chicago: City on the Make" @ The Hideout
The Book Cellar
Sun · Sep 20 · 5:00 PM
75th anniversary Chicago: City on the Make
The Hideout
↻ RecurringSun · Sep 20 · 5:30 PM
Open Mic Night
aliveOne
Sun · Sep 20 · 5:30 PM
Kate Kortum - Debut!
Winter's Jazz Club
$18Sun · Sep 20 · 5:30 PM
Mike Wheeler Blues Band/Omar Coleman Blues Band
Kingston Mines - Chicago Blues Center · Chicago
↻ RecurringSun · Sep 20 · 6:30 PM
No Bother
Martyrs'
$24-$56Sun · Sep 20 · 7:00 PM
BROWN HORSE plays FITZGERALDS SIDEBAR with special guest POOLISH
FITZGERALDS SIDEBAR · Berwyn
Sun · Sep 20 · 7:00 PM
Sunday Reading Series: Poetry, Prose, & Cocktails
Hungry Brain
Sun · Sep 20 · 7:00 PM
She & Him
Riviera Theatre- IL · Chicago
↻ RecurringSun · Sep 20 · 7:00 PM
Role Model Presents: Chuck On Tour
The Salt Shed Outdoors (Fairgrounds) · Chicago
Sun · Sep 20 · 7:00 PM
Alejandro Escovedo
Old Town School of Folk Music
Sun · Sep 20 · 7:00 PM
Xscape: Symphony of Love with Live Orchestra
The Chicago Theatre · Chicago
$21-$34Sun · Sep 20 · 7:00 PM
Candi Jenkins w. Sparkle Carcass
SPACE · Evanston
Sun · Sep 20 · 7:00 PM
BIG BAND & BBQ: Chicago Skyliner's w/ Bill O'Connell
FITZGERALDS NIGHTCLUB · Berwyn
$15.77Sun · Sep 20 · 7:30 PM
Starcharm Lana Leone Baby
Cole's Bar
Sun · Sep 20 · 7:30 PM
Shoshana Bean
Thalia Hall · Chicago
↻ Recurring
Sun · Sep 20 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
Sun · Sep 20 · 8:00 PM
Gable Price And Friends
Beat Kitchen · Chicago
Sun · Sep 20 · 8:00 PM
Pleiades Series: 'Flagellent Songs' Film Screening, Gabi Vanek w/ Tina LeFauve + iph
Elastic Arts
Sun · Sep 20 · 8:00 PM
Kany Garcia: Puerta Abierta Tour
Cahn Auditorium · Evanston
Sun · Sep 20 · 8:00 PM
Sunday Night Live Ft. 5onny W/ Lil Keisha
Reggies Bananna's Shack · Chicago
Sun · Sep 20 · 8:30 PM
Luke Callen, Austin Cash & Nathan Smerage, Ultra Violet Archer
The Hideout
Sun · Sep 20 · 8:30 PM
Frequency Series Presents: Formosa Quartet
Constellation
Sun · Sep 20 · 9:00 PM
Three Grebes + Banana Acid
Hungry Brain
Sun · Sep 20 · 9:00 PM
Slug Nudger, Niã±O Chiflo, Tã¿Re Fã¿Re
Reggies Music Joint · Chicago
$16.99Sun · Sep 20 · 9:00 PM
WILLIE BUCK
Buddy Guy's Legends
↻ Recurring
Sun · Sep 20 · 9:00 PM
Open Mic Night
My Buddy's
↻ Recurring
Sun · Sep 20 · 10:00 PM
Open Mic Night
Reed's Local
Monday, September 21
↻ RecurringMon · Sep 21 · 6:30 PM
Trivia Night
City Winery Chicago
↻ RecurringMon · Sep 21 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
Mon · Sep 21 · 7:00 PM
Salon Classics Book Club
The Book Cellar
↻ RecurringMon · Sep 21 · 7:00 PM
Trivia Night
Pilot Project Brewing - Logan Square
↻ RecurringMon · Sep 21 · 7:00 PM
Trivia Night
Guinness Open Gate Brewery
Mon · Sep 21 · 7:30 PM
*SOLD OUT* Bella Kay: The Reckless Tour with Hailey Picardi
Thalia Hall · Chicago
Mon · Sep 21 · 8:00 PM
Kaya, Panic Priest
Reggies Rock Club · Chicago
Mon · Sep 21 · 8:00 PM
Industry Night w/ Lawn Brutic
Sleeping Village
Mon · Sep 21 · 8:00 PM
Spencer Thomas with Tyler Stock
Tack Room · Chicago
Mon · Sep 21 · 8:00 PM
Powers Rolin Duo
The Hideout
FreeMon · Sep 21 · 8:30 PM
Cole's Bar Jam Session
Cole's Bar
Tuesday, September 22
Tue · Sep 22 · 4:00 PM
Jeremy Simmons - "Sea of Treasures" - Derek Kennet
Seminary Co-op Bookstore
Tue · Sep 22 · 6:00 PM
Ryan Beatty - Arms Over Armor North American Tour '26
House of Blues Chicago · Chicago
FreeTue · Sep 22 · 6:00 PM
Row Sham Bow
Cole's Bar
Tue · Sep 22 · 6:30 PM
All Time Low
The Salt Shed Outdoors (Fairgrounds) · Chicago
Tue · Sep 22 · 6:30 PM
Aaron Crippen, "Love At First Fall"
The Book Cellar
Tue · Sep 22 · 7:00 PM
wave to earth - the pieces tour
Aragon Ballroom · Chicago
↻ Recurring
Tue · Sep 22 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Sep 22 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ RecurringTue · Sep 22 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ Recurring
Tue · Sep 22 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
Tue · Sep 22 · 7:00 PM
WEEZER: The Gathering
United Center · Chicago
↻ RecurringTue · Sep 22 · 7:00 PM
Trivia Night
Butch McGuire's
↻ Recurring
Tue · Sep 22 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Sep 22 · 7:00 PM
Trivia Night
Roscoe Village Pub
Tue · Sep 22 · 7:00 PM
Logic & G-Eazy: The Endless Summer Tour Part II
Huntington Bank Pavilion at Northerly Island · Chicago
Tue · Sep 22 · 7:15 PM
Iron Maiden: Run For Your Lives World Tour 2026
Credit Union 1 Amphitheatre · Tinley Park
Tue · Sep 22 · 7:30 PM
Igorrr - Ages 18+
Vic Theatre · Chicago
↻ RecurringTue · Sep 22 · 7:30 PM
Open Mic Comedy
Harrigan's
Tue · Sep 22 · 8:00 PM
Elephant Stone w/ Diagonal
Sleeping Village
Tue · Sep 22 · 8:00 PM
John Pizzarelli
Old Town School of Folk Music
Tue · Sep 22 · 8:00 PM
Jason Ricci & The Bad Kind
SPACE · Evanston
Tue · Sep 22 · 8:00 PM
Sleeping Village Presents: Truck Violence at NOT NOT
Sleeping Village
↻ Recurring
Tue · Sep 22 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
↻ RecurringTue · Sep 22 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Sep 22 · 8:00 PM
Thundersmack
Garcia's Chicago · Chicago
Tue · Sep 22 · 8:30 PM
Dead Pink Radio
Reggies Music Joint · Chicago
$16.99↻ RecurringTue · Sep 22 · 9:00 PM
CHRIS O’LEARY
Buddy Guy's Legends
↻ RecurringTue · Sep 22 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Sep 22 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ Recurring
Tue · Sep 22 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, September 23
Wed · Sep 23 · 5:30 PM
STORE STILL OPEN!
The Book Cellar
Wed · Sep 23 · 5:30 PM
Bobby Lewis Quintet - 90th Birthday Tour!
Winter's Jazz Club
Wed · Sep 23 · 6:00 PM
Staind: Break The Cycle 25th Anniversary Tour
Credit Union 1 Amphitheatre · Tinley Park
$96Wed · Sep 23 · 6:15 PM
JEFF TWEEDY w/ special guest Max Subar at FITZGERALDS OUTDOORS
FITZGERALDS PATIO · Berwyn
Wed · Sep 23 · 6:30 PM
STRFKR
Outset · Chicago
↻ Recurring
Wed · Sep 23 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 23 · 7:00 PM
Buffalo Traffic Jam - Pictures of You Tour
House of Blues Chicago · Chicago
↻ RecurringWed · Sep 23 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
Wed · Sep 23 · 7:30 PM
Gadan
Old Town School of Folk Music
Wed · Sep 23 · 7:30 PM
A Winged Victory for the Sullen
Vic Theatre · Chicago
$32-$136Wed · Sep 23 · 7:30 PM
LØLØ - God Forbid a Girl Goes on Tour
Bottom Lounge · Chicago
Wed · Sep 23 · 7:30 PM
Jacob Collier
Martin Theatre · Highland Park