Things to do in Chicago, IL

2,242 events · Music, Theater, Food & Drink, Nightlife, Parks & Outdoors

Tuesday, September 22

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

Nightlife

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Tue · Sep 22 · 7:00 PM

Open Mic / Blues Jam

Gallery Cabaret

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Tue · Sep 22 · 7:00 PM

Trivia Night

Sheffield's Wine & Beer Garden

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Tue · Sep 22 · 7:00 PM

Trivia Night

Timothy O'Toole's Pub Chicago

Nightlife

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Tue · Sep 22 · 7:00 PM

Trivia Night

Punch Bowl Social Chicago

Tue · Sep 22 · 7:00 PM

WEEZER: The Gathering

United Center · Chicago

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Tue · Sep 22 · 7:00 PM

Trivia Night

Butch McGuire's

Nightlife

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Tue · Sep 22 · 7:00 PM

Trivia Night

Jake Melnick's Corner Tap

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Tue · 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

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Tue · 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

Nightlife

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Tue · Sep 22 · 8:00 PM

CHICAGO CELLAR BOYS

Green Mill Cocktail Lounge

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Tue · 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↻ Recurring

Tue · Sep 22 · 9:00 PM

CHRIS O’LEARY

Buddy Guy's Legends

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Tue · Sep 22 · 9:00 PM

Open Mic Night

Vaughan's Pub

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Tue · Sep 22 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

Music

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Tue · Sep 22 · 10:00 PM

Open Mic Night

Subterranean · Chicago

20↻ Recurring

Tue · Sep 22

2nd Set With Tenor Time

Andy's Jazz Club

Tue · Sep 22

Jeremiah Hunt Quintet

Jazz Showcase

20↻ Recurring

Tue · Sep 22

1st Set With Tenor Time

Andy's Jazz Club

Wednesday, September 23

Free↻ Recurring

Wed · Sep 23 · 8:30 AM

Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center

Indiana Dunes National Park

Parks & Outdoors

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Wed · Sep 23 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

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Wed · Sep 23 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

Free↻ Recurring

Wed · Sep 23 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

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

$96

Wed · 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

Parks & Outdoors

Wed · Sep 23 · 7:00 PM

Cooking Demo with Chef Sam T

Garfield Park Conservatory Alliance

Nightlife

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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

Wed · Sep 23 · 7:15 PM

Dana Goldberg: Outrageous

The Den Theatre

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Wed · 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

Parks & Outdoors

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Wed · Sep 23 · 7:30 PM

Whimsy Wednesday

Garfield Park Conservatory Alliance

$32-$136

Wed · 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

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Wed · Sep 23 · 8:00 PM

Trivia Night

Burwood Tap

Wed · Sep 23 · 8:00 PM

Volcandra, Graveripper, Beyond Deth

Reggies Music Joint · Chicago

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Wed · Sep 23 · 8:00 PM

Comedy Open Mic

Cole's Bar

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Wed · Sep 23 · 8:00 PM

Geeks Who Drink Trivia

Dante's Tavern

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Wed · Sep 23 · 8:00 PM

SOLD OUT - Son Volt

SPACE · Evanston

Nightlife

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Wed · Sep 23 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

20

Wed · Sep 23 · 8:00 PM

John Coltrane's 100th Birthday with, Pat Mallinger Quartet

Martyrs'

$34-$492

Wed · 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

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Wed · Sep 23 · 8:00 PM

Trivia Night

George Street Pub

Wed · Sep 23 · 8:00 PM

Charlie Hunter Trio

Garcia's Chicago · Chicago

Nightlife

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Wed · Sep 23 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

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Wed · Sep 23 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

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Wed · 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

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Wed · 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

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Wed · Sep 23 · 9:00 PM

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

10↻ Recurring

Wed · Sep 23

Late Night Concert Series w/Ben Paterson

Andy's Jazz Club

Wed · Sep 23

Queen Drie

Uncommon Ground

20↻ Recurring

Wed · Sep 23

1st Set With Charles Heath

Andy's Jazz Club

Wed · Sep 23

Willie Buck: A Chicago Blues Legend

Rosa's Lounge

20↻ Recurring

Wed · Sep 23

2nd Set With Charles Heath

Andy's Jazz Club

Thursday, September 24

Free↻ Recurring

Thu · Sep 24 · 8:30 AM

Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center

Indiana Dunes National Park

Parks & Outdoors

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Thu · Sep 24 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

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Thu · Sep 24 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

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Thu · Sep 24 · 11:30 AM

Beekeeping Demonstrations

Garfield Park Conservatory Alliance

Parks & Outdoors

Free↻ Recurring

Thu · Sep 24 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Nightlife

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Thu · Sep 24 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

Thu · Sep 24 · 5:00 PM

Limoni Belli Food Truck

Burning Bush Brewery

$18

Thu · Sep 24 · 6:00 PM

Rico McFarland Blues Band/Joanna Connor Blues Band

Kingston Mines - Chicago Blues Center · Chicago

$96

Thu · 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

Nightlife

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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

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Thu · Sep 24 · 7:30 PM

M??kel?? Conducts Sibelius & Shostakovich

Symphony Center-IL · Chicago

Free↻ Recurring

Thu · 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

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Thu · 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

$20

Thu · Sep 24 · 8:00 PM

Fox N' Vead - Playing The Game Tour with Rob Langdon

Joe's on Weed Street · Chicago

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Thu · 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-$17

Thu · Sep 24 · 8:00 PM

Joe Rian and The AM Drinkers

Carol's Pub · Chicago