Things to do in Chicago, IL
Music, Comedy, Theater, Nightlife, Parks & Outdoors · morning/afternoon/evening Clear
Area
1,957 events · Music, Comedy, Theater, Nightlife, Parks & Outdoors · morning/afternoon/evening
Wednesday, September 23
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
↻ Recurring
Wed · Sep 23 · 7:30 PM
Whimsy Wednesday
Garfield Park Conservatory Alliance
$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
Wed · Sep 23 · 7:30 PM
Knorrwood
North Theatre at North Shore Center for the Performing Arts · Skokie
↻ RecurringWed · Sep 23 · 8:00 PM
Trivia Night
Burwood Tap
Wed · Sep 23 · 8:00 PM
Volcandra, Graveripper, Beyond Deth
Reggies Music Joint · Chicago
↻ RecurringWed · Sep 23 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Sep 23 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Sep 23 · 8:00 PM
SOLD OUT - Son Volt
SPACE · Evanston
↻ Recurring
Wed · Sep 23 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
20Wed · Sep 23 · 8:00 PM
John Coltrane's 100th Birthday with, Pat Mallinger Quartet
Martyrs'
$34-$492Wed · Sep 23 · 8:00 PM
*CANCELLED* josh conway: the plum tour with special guest HOMESHAKE (solo)
Thalia Hall · Chicago
Wed · Sep 23 · 8:00 PM
YHWH Nailgun
Reggies Rock Club · Chicago
↻ RecurringWed · Sep 23 · 8:00 PM
Trivia Night
George Street Pub
Wed · Sep 23 · 8:00 PM
Charlie Hunter Trio
Garcia's Chicago · Chicago
↻ Recurring
Wed · Sep 23 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
↻ RecurringWed · Sep 23 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Sep 23 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
Wed · Sep 23 · 8:30 PM
Grayna Augucik Chicago Quintet: On The Way
Constellation
↻ RecurringWed · Sep 23 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Sep 23 · 9:00 PM
Bath Drawers Record Release with Spread Joy & Wulf Pac
The Hideout
$16.99↻ RecurringWed · Sep 23 · 9:00 PM
BROTHER JOHN – Host The Jam
Buddy Guy's Legends
Thursday, September 24
Free↻ RecurringThu · Sep 24 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ Recurring
Thu · Sep 24 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Thu · Sep 24 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
↻ Recurring
Thu · Sep 24 · 11:30 AM
Beekeeping Demonstrations
Garfield Park Conservatory Alliance
Free↻ Recurring
Thu · Sep 24 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ Recurring
Thu · Sep 24 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
$18Thu · Sep 24 · 6:00 PM
Rico McFarland Blues Band/Joanna Connor Blues Band
Kingston Mines - Chicago Blues Center · Chicago
$96Thu · Sep 24 · 6:15 PM
JEFF TWEEDY at FITZGERALDS OUTDOORS (Solo Acoustic) w/ special guest Official Claire
FITZGERALDS PATIO · Berwyn
Thu · Sep 24 · 6:30 PM
Monsieur Perine - Instrucciones Para Ser Feliz Tour
Outset · Chicago
Thu · Sep 24 · 6:30 PM
Zachary Finnegan’s Timeless Quintet
Winter's Jazz Club
Thu · Sep 24 · 7:00 PM
Sub Urban
Subterranean · Chicago
↻ Recurring
Thu · Sep 24 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
Thu · Sep 24 · 7:00 PM
Brown Eyed Women
Garcia's Chicago · Chicago
Thu · Sep 24 · 7:00 PM
Two Cinema Club - Tourist History 15th Anniversary Tour
The Salt Shed Outdoors (Fairgrounds) · Chicago
Thu · Sep 24 · 7:00 PM
"The Hayley Williams "
Credit Union 1 Amphitheatre · Tinley Park
Thu · Sep 24 · 7:15 PM
SOLD OUT | Perfect Person Live: The Grey Area Tour
The Den Theatre
Thu · Sep 24 · 7:30 PM
Head East
George Van Dusen Theatre at North Shore Center · Skokie
Thu · Sep 24 · 7:30 PM
Xavier Wulf
Vic Theatre · Chicago
↻ RecurringThu · Sep 24 · 7:30 PM
M??kel?? Conducts Sibelius & Shostakovich
Symphony Center-IL · Chicago
Free↻ RecurringThu · Sep 24 · 7:30 PM
rocknite presents!
Cole's Bar
Thu · Sep 24 · 7:30 PM
Nefesh Mountain
North Theatre at North Shore Center for the Performing Arts · Skokie
↻ RecurringThu · Sep 24 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
Thu · Sep 24 · 8:00 PM
Left Lane Cruiser, 20 Watt Tombstone, Unto the Earth
Reggies Music Joint · Chicago
$20Thu · Sep 24 · 8:00 PM
Fox N' Vead - Playing The Game Tour with Rob Langdon
Joe's on Weed Street · Chicago
↻ RecurringThu · Sep 24 · 8:00 PM
Trivia Night
Bucktown Pub
Thu · Sep 24 · 8:00 PM
Yeat: The LOVE/LYFE Tour
Huntington Bank Pavilion at Northerly Island · Chicago
$12-$17Thu · Sep 24 · 8:00 PM
Joe Rian and The AM Drinkers
Carol's Pub · Chicago
Thu · Sep 24 · 8:00 PM
The Secret Sisters with Mary Bragg
Thalia Hall · Chicago
↻ RecurringThu · Sep 24 · 8:00 PM
SOLD OUT - Son Volt
SPACE · Evanston
$42Thu · Sep 24 · 8:00 PM
The Tear Garden
Bottom Lounge · Chicago
Thu · Sep 24 · 8:00 PM
Phoebe Ryan
Beat Kitchen · Chicago
Thu · Sep 24 · 8:00 PM
Jim Ryan's Classic Albums Night
Reggies Bananna's Shack · Chicago
Thu · Sep 24 · 8:00 PM
Beth Orton
Old Town School of Folk Music
↻ Recurring
Thu · Sep 24 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
Thu · Sep 24 · 8:30 PM
The Sleeves, Model Earth, PL Murphy
The Hideout
Thu · Sep 24 · 8:30 PM
Thursday Night in the Sidebar w/ GERALD DOWD BAND!
FITZGERALDS SIDEBAR · Berwyn
Thu · Sep 24 · 8:30 PM
Glenn Jones w/ Liam Grant & Katie Ernst
Constellation
$18-$128Thu · Sep 24 · 8:30 PM
KINDRED VALLEY w/ special guest William Matheny
FITZGERALDS NIGHTCLUB · Berwyn
$16.99Thu · Sep 24 · 9:00 PM
SEAN MCKEE
Buddy Guy's Legends
Friday, September 25
↻ Recurring
Fri · Sep 25 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
Free↻ RecurringFri · Sep 25 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ Recurring
Fri · Sep 25 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Fri · Sep 25 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
↻ Recurring
Fri · Sep 25 · 12:30 PM
Morning Glories
Garfield Park Conservatory Alliance
Free↻ Recurring
Fri · Sep 25 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ RecurringFri · Sep 25 · 1:30 PM
M??kel?? Conducts Sibelius & Shostakovich
Symphony Center-IL · Chicago
Fri · Sep 25 · 3:00 PM
Waking The Witch
The Den Theatre
↻ Recurring
Fri · Sep 25 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
Fri · Sep 25 · 5:00 PM
HAPPY HOUR on the PATIO: KATHRYN & CHRIS!
FITZGERALDS PATIO · Berwyn
$58Fri · Sep 25 · 6:00 PM
Beyond the Gate featuring Cate Le Bon and Horsegirl Kitship @ Bohemian National Cemetery
Bohemian Nat'l Cemetery (Outside) · Chicago
Fri · Sep 25 · 6:15 PM
JEFF TWEEDY at FITZGERALDS Outdoors (Solo Acoustic) w/ special guest Henry True
FITZGERALDS PATIO · Berwyn
Fri · Sep 25 · 6:30 PM
The Interview [early]
The Hideout
Fri · Sep 25 · 7:00 PM
Cold Waves XIV featuring STABBING WESTWARD (18 and Over)
Metro · Chicago
Fri · Sep 25 · 7:00 PM
Teddy Swims: The UGLY Tour
United Center · Chicago
$32Fri · Sep 25 · 7:00 PM
Arrows in Action/ I Think We've Toured Here Before/ Chicago, IL
Bottom Lounge · Chicago
$13Fri · Sep 25 · 7:00 PM
ANFANG BEYOND LEGACY BELLEVUE HOLIDAY
Cubby Bear · Chicago
Fri · Sep 25 · 7:00 PM
SOFI TUKKER Presents: ANIMAL TALK
Huntington Bank Pavilion at Northerly Island · Chicago
$23↻ RecurringFri · Sep 25 · 7:00 PM
Nora Jean Wallace Blues Band/Joanna Connor Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Fri · Sep 25 · 7:00 PM
Sun Ra Arkestra
Constellation
Fri · Sep 25 · 7:00 PM
Arrows In Action
Bottom Lounge · Chicago
Fri · Sep 25 · 7:30 PM
The Wellermen
North Theatre at North Shore Center for the Performing Arts · Skokie
Fri · Sep 25 · 7:30 PM
Second Hand News: A Fleetwood Mac Tribute
Beverly Arts Center
Fri · Sep 25 · 7:30 PM
Don McLean
George Van Dusen Theatre at North Shore Center · Skokie
Fri · Sep 25 · 7:30 PM
Bosman Twins Quintet
Winter's Jazz Club
Fri · Sep 25 · 8:00 PM
Satin Jackets
Outset · Chicago
↻ RecurringFri · Sep 25 · 8:00 PM
Open Mic Night
O'Donnell's
$33Fri · Sep 25 · 8:00 PM
Franklin Jonas & The Byzantines - First of Many Tour with Polyglam
Joe's Live Rosemont · Rosemont
$53-$144Fri · Sep 25 · 8:00 PM
Paula Cole - THIS FIRE: 30 with Rett Madison
Thalia Hall · Chicago
Fri · Sep 25 · 8:00 PM
Donna Herula
Old Town School of Folk Music
$34Fri · Sep 25 · 8:00 PM
Devon Gilfillian – Time Will Tell Tour w. Jon Muq
SPACE · Evanston
Fri · Sep 25 · 8:00 PM
Drake White
Joe's on Weed Street · Chicago
Fri · Sep 25 · 8:00 PM
Matute - Stereo Tour
Rosemont Theatre · Rosemont
Fri · Sep 25 · 8:00 PM
Ravyn Lenae Presents: Blue Island
The Salt Shed Indoors (Shed) · Chicago
↻ Recurring
Fri · Sep 25 · 8:00 PM
JEFF NEWELL'S NEW TRAD OCTET
Green Mill Cocktail Lounge
Fri · Sep 25 · 8:30 PM
Chicago Soul Jazz Collective ft. FREE Dance Floor!
FITZGERALDS NIGHTCLUB · Berwyn
$16Fri · Sep 25 · 8:30 PM
Rat Johnson Persian Cowboy Waterpennies
Cole's Bar