Things to do in Chicago, IL

506 events · Comedy, Nightlife, Parks & Outdoors · morning/evening

Tuesday, September 22

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

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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

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Tue · Sep 22 · 7:30 PM

Open Mic Comedy

Harrigan's

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

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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

Laugh Factory Chicago

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

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

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Wed · Sep 23 · 7:30 PM

Geeks Who Drink Trivia

Commonwealth Tavern

Parks & Outdoors

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Wed · Sep 23 · 7:30 PM

Whimsy Wednesday

Garfield Park Conservatory Alliance

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Wed · Sep 23 · 8:00 PM

Trivia Night

Burwood Tap

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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

Nightlife

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Wed · Sep 23 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

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Wed · Sep 23 · 8:00 PM

Trivia Night

George Street Pub

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 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

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

Nightlife

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Thu · Sep 24 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

Nightlife

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Thu · Sep 24 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

Free↻ Recurring

Thu · Sep 24 · 7:30 PM

rocknite presents!

Cole's Bar

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Thu · Sep 24 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

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Thu · Sep 24 · 8:00 PM

Trivia Night

Bucktown Pub

Nightlife

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Thu · Sep 24 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

Friday, September 25

Nightlife

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Fri · Sep 25 · 1:00 AM

GREEN MILL JAM SESSION with MARQUIS HILL

Green Mill Cocktail Lounge

Free↻ Recurring

Fri · Sep 25 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

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Fri · Sep 25 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

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Fri · Sep 25 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Nightlife

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Fri · Sep 25 · 5:00 PM

Chris Foreman

Green Mill Cocktail Lounge

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Fri · Sep 25 · 8:00 PM

Open Mic Night

O'Donnell's

Nightlife

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Fri · Sep 25 · 8:00 PM

JEFF NEWELL'S NEW TRAD OCTET

Green Mill Cocktail Lounge

$16

Fri · Sep 25 · 8:30 PM

Rat Johnson Persian Cowboy Waterpennies

Cole's Bar

Saturday, September 26

Nightlife

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Sat · Sep 26 · 1:00 AM

RIGHTEOUS ROOSTER ORGAN TRIO

Green Mill Cocktail Lounge

Free↻ Recurring

Sat · Sep 26 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

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Sat · Sep 26 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

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Sat · Sep 26 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

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Sat · Sep 26 · 10:30 AM

U of I Extension Ask a Master Gardener

Garfield Park Conservatory Alliance

Parks & Outdoors

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Sat · Sep 26 · 11:00 AM

Budding Botanist

Garfield Park Conservatory Alliance

Parks & Outdoors

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Sat · Sep 26 · 11:00 AM

Sensory Play Workshop with Luna Y Cielo Play Cafe.

Garfield Park Conservatory Alliance

Nightlife

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Sat · Sep 26 · 8:00 PM

JEFF NEWELL'S NEW TRAD OCTET

Green Mill Cocktail Lounge

$16

Sat · Sep 26 · 8:30 PM

Dravin and the Ravens Friendly Faces Jack Moony & The Sun Drops

Cole's Bar

Sat · Sep 26 · 9:00 PM

Bricktown Sound

Hungry Brain

Sunday, September 27

Free↻ Recurring

Sun · Sep 27 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

↻ Recurring

Sun · Sep 27 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

↻ Recurring

Sun · Sep 27 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

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Sun · Sep 27 · 5:30 PM

Open Mic Night

aliveOne

Nightlife

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Sun · Sep 27 · 8:00 PM

SOUL MESSAGE

Green Mill Cocktail Lounge

Nightlife

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Sun · Sep 27 · 9:00 PM

Open Mic Night

My Buddy's

Nightlife

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Sun · Sep 27 · 10:00 PM

Open Mic Night

Reed's Local

Monday, September 28

Free↻ Recurring

Mon · Sep 28 · 8:30 AM

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

Indiana Dunes National Park

Free↻ Recurring

Mon · Sep 28 · 7:00 PM

MissSpoken

Cole's Bar

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Mon · Sep 28 · 7:00 PM

Trivia Night

Fatpour Tap Works - Wicker Park

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Mon · Sep 28 · 8:00 PM

Open Mic Night

Riddles Comedy Club

Tuesday, September 29

Free↻ Recurring

Tue · Sep 29 · 8:30 AM

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

Indiana Dunes National Park

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Tue · Sep 29 · 7:00 PM

Trivia Night

Sheffield's Wine & Beer Garden

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Tue · Sep 29 · 7:00 PM

Trivia Night

Timothy O'Toole's Pub Chicago

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Tue · Sep 29 · 7:00 PM

Trivia Night

Butch McGuire's

Nightlife

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Tue · Sep 29 · 7:00 PM

Trivia Night

Jake Melnick's Corner Tap

Nightlife

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Tue · Sep 29 · 7:00 PM

Open Mic / Blues Jam

Gallery Cabaret

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Tue · Sep 29 · 7:00 PM

Trivia Night

Roscoe Village Pub

Nightlife

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Tue · Sep 29 · 7:00 PM

Trivia Night

Punch Bowl Social Chicago

$15.77

Tue · Sep 29 · 7:30 PM

Ruth Theodore Damsel. Sgt. Starling

Cole's Bar

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Tue · Sep 29 · 7:30 PM

Open Mic Comedy

Harrigan's

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Tue · Sep 29 · 8:00 PM

Open Mic Night

Emerald Isle

Nightlife

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Tue · Sep 29 · 8:00 PM

CHICAGO CELLAR BOYS

Green Mill Cocktail Lounge

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Tue · Sep 29 · 9:00 PM

Open Mic Night

Vaughan's Pub

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Tue · Sep 29 · 9:00 PM

Open Mic Night

Laugh Factory Chicago

Wednesday, September 30

Free↻ Recurring

Wed · Sep 30 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

↻ Recurring

Wed · Sep 30 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

↻ Recurring

Wed · Sep 30 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Nightlife

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Wed · Sep 30 · 7:00 PM

Geeks Who Drink Trivia

Fado Irish Pub

Parks & Outdoors

Wed · Sep 30 · 7:00 PM

Healing Roots: Medicinal Plants and Ancestral Memory | Raices que Sanan: Plantas Medicinales y Memoria Ancestral

Garfield Park Conservatory Alliance

Parks & Outdoors

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Wed · Sep 30 · 7:30 PM

Whimsy Wednesday

Garfield Park Conservatory Alliance

↻ Recurring

Wed · Sep 30 · 7:30 PM

Geeks Who Drink Trivia

Commonwealth Tavern

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Wed · Sep 30 · 8:00 PM

Geeks Who Drink Trivia

Dante's Tavern

Nightlife

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Wed · Sep 30 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

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Wed · Sep 30 · 8:00 PM

Trivia Night

George Street Pub

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Wed · Sep 30 · 8:00 PM

Trivia Night

Burwood Tap

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Wed · Sep 30 · 8:00 PM

Comedy Open Mic

Cole's Bar

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Wed · Sep 30 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

Nightlife

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Wed · Sep 30 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

Wed · Sep 30 · 9:00 PM

Beisel Jesalva Wagster Zerang

Hungry Brain

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Wed · Sep 30 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview