Things to do in Chicago, IL
Music, Comedy, Theater, Nightlife, Parks & Outdoors · afternoon/evening Clear
Area
1,841 events · Music, Comedy, Theater, Nightlife, Parks & Outdoors · afternoon/evening
Friday, September 18
Saturday, September 19
↻ Recurring
Sat · Sep 19 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
↻ RecurringSat · Sep 19 · 12:00 PM
Writing & Performing
The Neo-Futurists
Free↻ Recurring
Sat · Sep 19 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Free
Sat · Sep 19 · 1:00 PM
Critter Feeding Time
Indiana Dunes National Park
↻ Recurring
Sat · Sep 19 · 3:00 PM
PAPER MACHETE
Green Mill Cocktail Lounge
Sat · Sep 19 · 3:00 PM
Just A Comedian
The Den Theatre
Sat · Sep 19 · 6:00 PM
Hulvey - "Could Be Tonight" Tour
House of Blues Chicago · Chicago
Sat · Sep 19 · 7:00 PM
Jaz Saini: Favo(u)rite Child
The Den Theatre
Sat · Sep 19 · 7:00 PM
Alok (18 and Over)
Vic Theatre · Chicago
Sat · Sep 19 · 7:00 PM
Tim McGraw: Pawn Shop Guitar Tour 2026
Credit Union 1 Amphitheatre · Tinley Park
↻ RecurringSat · Sep 19 · 7:00 PM
Role Model Presents: Chuck On Tour
The Salt Shed Outdoors (Fairgrounds) · Chicago
$13Sat · Sep 19 · 7:00 PM
PABLO ALTO OM IN GOLD
Cubby Bear · Chicago
$23Sat · Sep 19 · 7:00 PM
Rico McFarland Blues Band/Nora Jean Wallace Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Sat · Sep 19 · 7:30 PM
Martina McBride
Ravinia · Highland Park
Sat · Sep 19 · 7:30 PM
The John Dokes Big Band
Winter's Jazz Club
↻ RecurringSat · Sep 19 · 7:30 PM
Phoebe Bridgers: The Lost Tour
United Center · Chicago
↻ RecurringSat · Sep 19 · 7:30 PM
Petr Popelka & Hilary Hahn
Symphony Center-IL · Chicago
Sat · Sep 19 · 7:30 PM
The Petty Kings
North Theatre at North Shore Center for the Performing Arts · Skokie
$34Sat · Sep 19 · 8:00 PM
BAILEN - SWIM!!! At Your Own Risk Tour w. Lucy Clearwater
SPACE · Evanston
Sat · Sep 19 · 8:00 PM
anaiis
Old Town School of Folk Music
$34Sat · Sep 19 · 8:00 PM
REZN - Cycles in the Infinite Dream Tour with Airiel and DIM
Thalia Hall · Chicago
Sat · Sep 19 · 8:00 PM
Booker T. Jones
Garcia's Chicago · Chicago
↻ 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
↻ RecurringSat · Sep 19 · 10:30 PM
The Infinite Wrench
The Neo-Futurists
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
Free↻ Recurring
Sun · Sep 20 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ RecurringSun · Sep 20 · 3:00 PM
The Hoyle Brothers
Martyrs'
↻ Recurring
Sun · Sep 20 · 3:00 PM
UPTOWN POETRY SLAM
Green Mill Cocktail Lounge
↻ Recurring
Sun · Sep 20 · 3:00 PM
Composting Demos
Garfield Park Conservatory Alliance
Sun · Sep 20 · 4:00 PM
Nick Warren - Ages 21+
Castaways · Chicago
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
↻ RecurringSun · Sep 20 · 7:00 PM
The Infinite Wrench
The Neo-Futurists
Sun · Sep 20 · 7:15 PM
Rami Abushhab: Special Taping
The Den Theatre
$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 · 12:00 AM
Writing & Performing
The Neo-Futurists
↻ 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 · 7:15 PM
Broadway Barbara Live!
The Den Theatre
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
↻ RecurringMon · Sep 21 · 8:00 PM
Open Mic Night
Riddles Comedy Club
FreeMon · Sep 21 · 8:30 PM
Cole's Bar Jam Session
Cole's Bar
Tuesday, September 22
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
Lectures on Tap - Dating Apps, Endless Choice, and Why Modern Love is Hard
The Den Theatre
Tue · Sep 22 · 6:30 PM
All Time Low
The Salt Shed Outdoors (Fairgrounds) · Chicago
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