Things to do in Chicago, IL

2,083 events · morning/afternoon/evening

Tuesday, September 15

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Tue · Sep 15 · 7:00 PM

Trivia Night

Roscoe Village Pub

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Tue · Sep 15 · 7:00 PM

Trivia Night

Timothy O'Toole's Pub Chicago

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Tue · Sep 15 · 7:30 PM

Open Mic Comedy

Harrigan's

$27-$41

Tue · Sep 15 · 7:30 PM

The 24th Annual Chicago Gypsy Jazz Fest

SPACE · Evanston

$15.77

Tue · Sep 15 · 7:30 PM

My Autumn Attic Super Brick Never Been Won't Go

Cole's Bar

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Tue · Sep 15 · 8:00 PM

Open Mic Night

Emerald Isle

Tue · Sep 15 · 8:00 PM

Paul Cauthen w/ Ben Chapman

Thalia Hall · Chicago

Tue · Sep 15 · 8:00 PM

Metro Presents… Avalon Emerson & the Charm w/ Lipsticism

Sleeping Village

Nightlife

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Tue · Sep 15 · 8:00 PM

CHICAGO CELLAR BOYS

Green Mill Cocktail Lounge

$46-$611

Tue · Sep 15 · 8:00 PM

Paul Cauthen with Ben Chapman

Thalia Hall · Chicago

Tue · Sep 15 · 8:00 PM

Jay Park with special guest LNGSHOT: Serenades & Body Rolls

Aragon Ballroom · Chicago

Tue · Sep 15 · 8:00 PM

LP - All Is Not Lost Tour

The Salt Shed Indoors (Shed) · Chicago

Tue · Sep 15 · 8:00 PM

Thomas Dollbaum, Glass Beagle

The Hideout

Tue · Sep 15 · 8:30 PM

Dead Pink Radio, the Charlie Berry Project

Reggies Music Joint · Chicago

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Tue · Sep 15 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

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Tue · Sep 15 · 9:00 PM

Open Mic Night

Vaughan's Pub

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Tue · Sep 15 · 9:00 PM

Open Mic Night

Laugh Factory Chicago

Music

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Tue · Sep 15 · 10:00 PM

Open Mic Night

Subterranean · Chicago

Wednesday, September 16

Passes are required. For more information, visit the Fees & Passes page.↻ Recurring

Wed · Sep 16 · 8:00 AM

Outdoor Adventure Festival

Indiana Dunes National Park

Free↻ Recurring

Wed · Sep 16 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

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Wed · Sep 16 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

Free↻ Recurring

Wed · Sep 16 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Wed · Sep 16 · 6:30 PM

Abigail Riccards & Friends - A Night of Soul Jazz Blues Favorites

Winter's Jazz Club

Wed · Sep 16 · 6:30 PM

$uicideboy$ Present Grey Day Tour 2026 W. Destroy Lonely & More

Credit Union 1 Amphitheatre · Tinley Park

Wed · Sep 16 · 6:30 PM

Claire Sundbye

Zanies Comedy Club Chicago

Nightlife

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Wed · Sep 16 · 7:00 PM

Geeks Who Drink Trivia

Fado Irish Pub

Wed · Sep 16 · 7:00 PM

Tinlicker North America 2026

House of Blues Chicago · Chicago

Wed · Sep 16 · 7:00 PM

Cleyvis Natera, "The Grand Paloma Resort"

The Book Cellar

Parks & Outdoors

Wed · Sep 16 · 7:00 PM

Music Under Glass with Inti Illinois

Garfield Park Conservatory Alliance

Wed · Sep 16 · 7:00 PM

Tove Lo - ESTRUS TOUR

The Salt Shed Outdoors (Fairgrounds) · Chicago

Parks & Outdoors

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Wed · Sep 16 · 7:30 PM

Whimsy Wednesday

Garfield Park Conservatory Alliance

Parks & Outdoors

Wed · Sep 16 · 7:30 PM

Chicago Bonsai Club

Garfield Park Conservatory Alliance

Wed · Sep 16 · 7:30 PM

Bolokada Conde

Old Town School of Folk Music

Wed · Sep 16 · 7:30 PM

Ronnie Baker Brooks

North Theatre at North Shore Center for the Performing Arts · Skokie

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Wed · Sep 16 · 7:30 PM

Geeks Who Drink Trivia

Commonwealth Tavern

Wed · Sep 16 · 7:30 PM

Kat and the Hurricane, Half Ivory, Dutch Cove, Naked Brunch

Reggies Music Joint · Chicago

Wed · Sep 16 · 7:30 PM

Altin Gun (18+)

Vic Theatre · Chicago

Wed · Sep 16 · 7:30 PM

Andy Irvine

Martyrs'

Wed · Sep 16 · 7:30 PM

Melvin Taylor

SPACE · Evanston

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Wed · Sep 16 · 8:00 PM

Geeks Who Drink Trivia

Dante's Tavern

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Wed · Sep 16 · 8:00 PM

Trivia Night

Burwood Tap

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Wed · Sep 16 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

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Wed · Sep 16 · 8:00 PM

Comedy Open Mic

Cole's Bar

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Wed · Sep 16 · 8:00 PM

Carly Pearce – Honest Woman: Up Close – Presented by Conundrum Wines

Joe's on Weed Street · Chicago

Nightlife

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Wed · Sep 16 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

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Wed · Sep 16 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

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Wed · Sep 16 · 8:00 PM

Trivia Night

George Street Pub

Wed · Sep 16 · 8:00 PM

Grelley Dance Party

The Hideout

Nightlife

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Wed · Sep 16 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

Wed · Sep 16 · 8:30 PM

Jazz in the Sidebar w/ Aval Stanley Zaucha Organ Trio!

FITZGERALDS SIDEBAR · Berwyn

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Wed · Sep 16 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

Wed · Sep 16 · 9:00 PM

Metro Presents… upsammy & Valentina Magaletti * composuresquad * Mithra

Sleeping Village

$16.99↻ Recurring

Wed · Sep 16 · 9:00 PM

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

Thursday, September 17

Passes are required. For more information, visit the Fees & Passes page.↻ Recurring

Thu · Sep 17 · 8:00 AM

Outdoor Adventure Festival

Indiana Dunes National Park

Free↻ Recurring

Thu · Sep 17 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

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Thu · Sep 17 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

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Thu · Sep 17 · 11:30 AM

Beekeeping Demonstrations

Garfield Park Conservatory Alliance

Parks & Outdoors

Free

Thu · Sep 17 · 12:15 PM

Lunch and Learn: Lost Structures, The Architectural Ghosts of Pullman

Pullman National Historical Park

Thu · Sep 17 · 1:00 PM

Rachel Walther, "Born to Lose" @ Music Box Theater

The Book Cellar

Parks & Outdoors

Free↻ Recurring

Thu · Sep 17 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Thu · Sep 17 · 3:00 PM

GOLD

The Den Theatre

Thu · Sep 17 · 4:00 PM

Michael E. Sawyer - "The of No Return: Being-As-Black"

Seminary Co-op Bookstore

Nightlife

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Thu · Sep 17 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

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Thu · Sep 17 · 5:00 PM

Jam's Market & Deli Food Pop-Up

Burning Bush Brewery

Thu · Sep 17 · 6:00 PM

Alexander McCall Smith, 'The Big Cats Dance Party' @ Harold Washington Library

The Book Cellar

$18

Thu · Sep 17 · 6:00 PM

Mike Wheeler Blues Band/Nicholas Alexander Blues Band

Kingston Mines - Chicago Blues Center · Chicago

Thu · Sep 17 · 6:00 PM

Liz Phair & Sleater-Kinney: The Flannel and The Fury 2026

The Salt Shed Outdoors (Fairgrounds) · Chicago

Parks & Outdoors

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Thu · Sep 17 · 6:00 PM

EcoStewards Workday

Lincoln Park Conservancy

Thu · Sep 17 · 6:30 PM

Mary Dean Cason, "Daughters of Eve"

The Book Cellar

Thu · Sep 17 · 6:30 PM

Jeremy Kahn Trio with special guest Julia Danielle - Voices of the Twenties: Bessie Smith, Ethel Waters, Ruth Etting

Winter's Jazz Club

Thu · Sep 17 · 6:30 PM

Big Freedia: BIG FREEDOM Tour

Outset · Chicago

Thu · Sep 17 · 7:00 PM

THE B-52s * DEVO: COSMIC DE-EVOLUTION TOUR

Credit Union 1 Amphitheatre · Tinley Park

Thu · Sep 17 · 7:00 PM

POiSON GiRL FRiEND

House of Blues Chicago · Chicago

$13

Thu · Sep 17 · 7:00 PM

JOE MOESE AND THE POWER THROBS

Cubby Bear · Chicago

Nightlife

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Thu · Sep 17 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

Thu · Sep 17 · 7:00 PM

A Conversation with Nikita Gill!

Seminary Co-op Bookstore

Thu · Sep 17 · 7:00 PM

Ziggy Marley w/ Thievery Corporation

Ravinia · Highland Park

Thu · Sep 17 · 7:00 PM

BAPA Presents: Old House Lecture Series

Beverly Arts Center

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Thu · Sep 17 · 7:30 PM

Petr Popelka & Hilary Hahn

Symphony Center-IL · Chicago

$15.77

Thu · Sep 17 · 7:30 PM

Brotha Josh Mel Crozby Kent Avenue Carpool

Cole's Bar

Thu · Sep 17 · 7:30 PM

Black Flag W/ the Crosses

Reggies Rock Club · Chicago

$27-$41

Thu · Sep 17 · 7:30 PM

Reggae Tribute with The Urban Roots Band

SPACE · Evanston

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Thu · Sep 17 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

Thu · Sep 17 · 7:30 PM

Gary Clark Jr.

The Chicago Theatre · Chicago

Thu · Sep 17 · 8:00 PM

Morrissey Warm Up Ft. the Handsome Devilz

Reggies Bananna's Shack · Chicago

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Thu · Sep 17 · 8:00 PM

Trivia Night

Bucktown Pub

Thu · Sep 17 · 8:00 PM

Slap Bunt, Pepper Said, Gatsbe

Reggies Music Joint · Chicago

$25-$211↻ Recurring

Thu · Sep 17 · 8:00 PM

Carly Pearce – Honest Woman: Up Close – Presented by Conundrum Wines

Joe's on Weed Street · Chicago

Thu · Sep 17 · 8:00 PM

Bombargo

Garcia's Chicago · Chicago

Thu · Sep 17 · 8:00 PM

Dutch Interior w/ Racecourse

Constellation

Nightlife

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Thu · Sep 17 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

Thu · Sep 17 · 8:30 PM

Thursday Night in the SIDEBAR w/ LOU SHIELDS!

FITZGERALDS SIDEBAR · Berwyn

$30-$221

Thu · Sep 17 · 8:30 PM

Wesley Stace Record Release ! w/ special guest Dag Juhlin

FITZGERALDS NIGHTCLUB · Berwyn

Thu · Sep 17 · 8:30 PM

Improvised Music Series: Stefan González/Lily Glick Finnegan/Andrew Scott Young Trio, Typhoon Matisse

Elastic Arts

Thu · Sep 17 · 9:00 PM

DJ GLU’s Boogie

Sleeping Village

$16.99

Thu · Sep 17 · 9:00 PM

WIN NOLL

Buddy Guy's Legends

Thu · Sep 17 · 9:30 PM

Nick Thune: Special Taping

The Den Theatre

Friday, September 18

Nightlife

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Fri · Sep 18 · 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.↻ Recurring

Fri · Sep 18 · 8:00 AM

Outdoor Adventure Festival

Indiana Dunes National Park

Free↻ Recurring

Fri · Sep 18 · 8:30 AM

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

Indiana Dunes National Park