Things to do in Chicago, IL
Music, Comedy, Theater, Nightlife, Parks & Outdoors · afternoon/evening Clear
Area
1,890 events · Music, Comedy, Theater, Nightlife, Parks & Outdoors · afternoon/evening
Tuesday, September 8
↻ RecurringTue · Sep 8 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ Recurring
Tue · Sep 8 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ Recurring
Tue · Sep 8 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
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Tue · Sep 8 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Sep 8 · 7:00 PM
Trivia Night
Butch McGuire's
↻ RecurringTue · Sep 8 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
$16Tue · Sep 8 · 7:30 PM
Mouse Magazine Presents: Tragic Heroine Try A Dull Knife Plastic Peach
Cole's Bar
$27-$54Tue · Sep 8 · 7:30 PM
Nduduzo Makhathini
SPACE · Evanston
↻ RecurringTue · Sep 8 · 7:30 PM
Open Mic Comedy
Harrigan's
Tue · Sep 8 · 7:30 PM
TLC & Salt-N-Pepa with En Vogue - IT'S ICONIC
Huntington Bank Pavilion at Northerly Island · Chicago
↻ RecurringTue · Sep 8 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Sep 8 · 8:00 PM
Nate Sib (18+ Event)
Lincoln Hall · Chicago
Tue · Sep 8 · 8:00 PM
Radio Outernational, Dark Canyon
The Hideout
Tue · Sep 8 · 8:00 PM
Childish Gambino - The New World Tour
United Center · Chicago
↻ Recurring
Tue · Sep 8 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
↻ RecurringTue · Sep 8 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
$31Tue · Sep 8 · 9:00 PM
Wiki The Park Bench Tour
Three Top Lounge · Chicago
↻ RecurringTue · Sep 8 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Sep 8 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ Recurring
Tue · Sep 8 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, September 9
Free↻ Recurring
Wed · Sep 9 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Wed · Sep 9 · 6:00 PM
Maddi Mays – Special Event
Zanies Comedy Club Chicago
Wed · Sep 9 · 6:00 PM
Politico’s Illinois Playbook Live! with Shia Kapos & special guest Rep. Lauren Underwood
The Hideout
Wed · Sep 9 · 6:30 PM
The CHRIS GREENE QUARTET on the PATIO!
FITZGERALDS PATIO · Berwyn
Wed · Sep 9 · 6:30 PM
Michael Lerich Quartet - Swingin’ the Great American Songbook
Winter's Jazz Club
Wed · Sep 9 · 7:00 PM
Music Trivia with Brendan and Sean: Evanston Folk Festival Edition (Space Patio)
SPACE · Evanston
↻ Recurring
Wed · Sep 9 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 9 · 7:00 PM
Plein Air Painting in the Artist’s Garden
Garfield Park Conservatory Alliance
Wed · Sep 9 · 7:15 PM
WAIT WAIT...DON'T TELL ME PRESENTS: COMEDY GRAB BAG W/ ALZO SLADE!
The Den Theatre
$21-$34Wed · Sep 9 · 7:30 PM
Mr. Chair
SPACE · Evanston
↻ RecurringWed · Sep 9 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
↻ Recurring
Wed · Sep 9 · 7:30 PM
Whimsy Wednesday
Garfield Park Conservatory Alliance
Wed · Sep 9 · 7:30 PM
¿Qiensave?
Old Town School of Folk Music
12Wed · Sep 9 · 7:30 PM
Chirp Radio Presents...First Time: First Light
Martyrs'
↻ RecurringWed · Sep 9 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Sep 9 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ Recurring
Wed · Sep 9 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
Wed · Sep 9 · 8:00 PM
Added Color, Lavisher
Reggies Music Joint · Chicago
Free↻ RecurringWed · Sep 9 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Sep 9 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
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Wed · Sep 9 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Sep 9 · 8:00 PM
Trivia Night
George Street Pub
Wed · Sep 9 · 8:00 PM
Elastro: Hunter Brown, chelliah, Stereotypewriters
Elastic Arts
↻ RecurringWed · Sep 9 · 8:00 PM
Shadowgrass
Garcia's Chicago · Chicago
↻ RecurringWed · Sep 9 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
$24-$190Wed · Sep 9 · 8:30 PM
CHA WA Returns to FITZGERALDS NIGHTCLUB w/ special guest The Hurtin' Kind
FITZGERALDS NIGHTCLUB · Berwyn
Wed · Sep 9 · 8:30 PM
LITTLE HOPES @ FITZGERALDS SIDEBAR!
FITZGERALDS SIDEBAR · Berwyn
Wed · Sep 9 · 8:30 PM
Lara Somogyi: a [time] patterned (Chicago premiere)
Constellation
$16.99↻ RecurringWed · Sep 9 · 9:00 PM
BROTHER JOHN – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Sep 9 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Thursday, September 10
Free↻ Recurring
Thu · Sep 10 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ Recurring
Thu · Sep 10 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
$114Thu · Sep 10 · 5:00 PM
Plantasia TWO DAY PASS
Garfield Park Conservatory · Chicago
Thu · Sep 10 · 5:30 PM
Plantasia - Day 1 with Helado Tropical (Helado Negro and Reyna Tropical) James K Gigi Masin Elori Saxl and Henry Solomon +more
Garfield Park Conservatory · Chicago
Thu · Sep 10 · 6:00 PM
Featured Players
Zanies Comedy Club Chicago
$18Thu · Sep 10 · 6:00 PM
TBD/Joanna Connor Band
Kingston Mines - Chicago Blues Center · Chicago
Thu · Sep 10 · 6:30 PM
Paul Marinaro Quartet
Winter's Jazz Club
Thu · Sep 10 · 7:00 PM
Zeruel
Avondale Music Hall · Chicago
Thu · Sep 10 · 7:00 PM
Erykah Badu
Ravinia · Highland Park
Thu · Sep 10 · 7:00 PM
Volumes, Until I Wake, Catsclaw, Outrun the Sunlight
Reggies Rock Club · Chicago
↻ Recurring
Thu · Sep 10 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
Thu · Sep 10 · 7:15 PM
George Civeris
The Den Theatre
↻ RecurringThu · Sep 10 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
Thu · Sep 10 · 7:30 PM
And I, You, Sung Drone, Hell of a Life, Funeral Plain
Reggies Music Joint · Chicago
Thu · Sep 10 · 7:30 PM
Rainbow Girls w. Jordan Smart
SPACE · Evanston
20Thu · Sep 10 · 7:30 PM
CC & The Madman: Fall of '86 (2 Sets!)
Martyrs'
↻ RecurringThu · Sep 10 · 7:30 PM
Garth Brooks - Blame It All On My Roots Arena Tour
Allstate Arena · Rosemont
Thu · Sep 10 · 8:00 PM
JUNGLE - World Tour 2026
United Center · Chicago
$60Thu · Sep 10 · 8:00 PM
Jam For Good Presents - Niko Moon
Joe's on Weed Street · Chicago
Thu · Sep 10 · 8:00 PM
CFS Presents: Caligari's Cure
Constellation
↻ Recurring
Thu · Sep 10 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
Thu · Sep 10 · 8:00 PM
Nai Palm (of Hiatus Kaiyote), with Cazeaux O.S.L.O.
Bottom Lounge · Chicago
Thu · Sep 10 · 8:00 PM
Niko Moon
Joe's on Weed Street · Chicago
↻ RecurringThu · Sep 10 · 8:00 PM
Shadowgrass
Garcia's Chicago · Chicago
↻ RecurringThu · Sep 10 · 8:00 PM
Trivia Night
Bucktown Pub
Thu · Sep 10 · 8:30 PM
Thursday Night in the SIDEBAR w/ BLUE ROSE
FITZGERALDS SIDEBAR · Berwyn
$30-$221Thu · Sep 10 · 8:30 PM
TERRANCE SIMIEN & The Zydeco Experience at FITZGERALDS Nightclub
FITZGERALDS NIGHTCLUB · Berwyn
Thu · Sep 10 · 8:30 PM
Improvised Music Series: Gregor Samsa & Karlo Rossmann, Tyler Damon/Jacob Fawcett/Andrew Scott Young
Elastic Arts
Thu · Sep 10 · 8:30 PM
Spiral Galaxy, Bobby Conn, SiP, DJ Fiendish Thingys
The Hideout
↻ Recurring
Thu · Sep 10 · 9:00 PM
PLANTASIA 2026
Garfield Park Conservatory Alliance
$16.99↻ RecurringThu · Sep 10 · 9:00 PM
CHRIS O’LEARY
Buddy Guy's Legends
Thu · Sep 10 · 9:00 PM
Facing w/ Laliberté, baby
Sleeping Village
Friday, September 11
↻ Recurring
Fri · Sep 11 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
Passes are required. For more information, visit the Fees & Passes page.Fri · Sep 11 · 12:00 PM
Ranger Camp 3-Day Expedition
Indiana Dunes National Park
Free↻ Recurring
Fri · Sep 11 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ Recurring
Fri · Sep 11 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
Fri · Sep 11 · 5:00 PM
Happy Hour on the PATIO w/ HILLBILLY FROLIC!
FITZGERALDS PATIO · Berwyn
Fri · Sep 11 · 5:30 PM
Plantasia - Day 2 with Makaya McCraven Green-House Precious Renee Tucker Chee Shimizu +more
Garfield Park Conservatory · Chicago
Fri · Sep 11 · 6:00 PM
Two Nights at Navy Pier: Friday (18+ Event)
Navy Pier · Chicago
Fri · Sep 11 · 6:30 PM
Mandala Makers Fest, Arushi Mudgal: Odissi Classical Dance
Constellation
Fri · Sep 11 · 6:30 PM
Yacht Rock Revue - Primetime
The Salt Shed Outdoors (Fairgrounds) · Chicago
$45Fri · Sep 11 · 7:00 PM
The Matches
Bottom Lounge · Chicago
Fri · Sep 11 · 7:00 PM
The Matches, Crooked Teeth
Bottom Lounge · Chicago
$23↻ RecurringFri · Sep 11 · 7:00 PM
Joanna Connor Band/Nicholas Alexander Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Fri · Sep 11 · 7:00 PM
Friday Night on The PATIO w/JOE PRATT & SOURCE ONE BAND!
FITZGERALDS PATIO · Berwyn
Fri · Sep 11 · 7:00 PM
DNA: A Bountiful Harvest
The Den Theatre
$14Fri · Sep 11 · 7:30 PM
Of Your Own Making w/ T. Maguire, Miss April, Rios Trios
Cubby Bear · Chicago
$46-$80Fri · Sep 11 · 7:30 PM
Big Crown Records 10 Year Anniversary ft El Michels Affair, Brainstory, and Thee Heart Tones
Thalia Hall · Chicago
↻ RecurringFri · Sep 11 · 7:30 PM
Better Together - Music to Move Your Soul!
Winter's Jazz Club
Fri · Sep 11 · 7:30 PM
Eric Clapton
United Center · Chicago