Things to do in Chicago, IL
Comedy, Nightlife, Parks & Outdoors Clear
Area
701 events · Comedy, Nightlife, Parks & Outdoors
Wednesday, September 30
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Wed · Sep 30 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
George Street Pub
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Sep 30 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Sep 30 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
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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
↻ RecurringWed · Sep 30 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Sep 30
Sheryl Youngblood Band’s All-Music Jam Night
Rosa's Lounge
Thursday, October 1
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Thu · Oct 1 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
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Thu · Oct 1 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
Free↻ Recurring
Thu · Oct 1 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
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Thu · Oct 1 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
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Thu · Oct 1 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
↻ RecurringThu · Oct 1 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
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Thu · Oct 1 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
↻ RecurringThu · Oct 1 · 8:00 PM
Trivia Night
Bucktown Pub
Thu · Oct 1
Thursday Night Live Blues: Feat. Lil’ Ed Williams w/ Sumito Ariyoshi
Rosa's Lounge
Friday, October 2
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Fri · Oct 2 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
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Fri · Oct 2 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Fri · Oct 2 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
Free↻ Recurring
Fri · Oct 2 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
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Fri · Oct 2 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
$16Fri · Oct 2 · 7:30 PM
Good Morning Bedlam, Winter TV, Sam Roethgen
Cole's Bar
↻ RecurringFri · Oct 2 · 8:00 PM
Open Mic Night
O'Donnell's
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Fri · Oct 2 · 8:00 PM
HINDA HOFFMAN QUARTET
Green Mill Cocktail Lounge
Saturday, October 3
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Sat · Oct 3 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
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Sat · Oct 3 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Oct 3 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Oct 3 · 10:30 AM
U of I Extension Ask a Master Gardener
Garfield Park Conservatory Alliance
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Sat · Oct 3 · 11:00 AM
Budding Botanist
Garfield Park Conservatory Alliance
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Sat · Oct 3 · 11:00 AM
Sensory Play Workshop with Luna Y Cielo Play Cafe.
Garfield Park Conservatory Alliance
Free↻ Recurring
Sat · Oct 3 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
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Sat · Oct 3 · 3:00 PM
PAPER MACHETE
Green Mill Cocktail Lounge
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Sat · Oct 3 · 8:00 PM
HINDA HOFFMAN QUARTET
Green Mill Cocktail Lounge
Sunday, October 4
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Sun · Oct 4 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Sun · Oct 4 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
Free↻ Recurring
Sun · Oct 4 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Sun · Oct 4 · 4:00 PM
NEW MUSIC CONCERT
Green Mill Cocktail Lounge
↻ RecurringSun · Oct 4 · 5:30 PM
Open Mic Night
aliveOne
$16Sun · Oct 4 · 7:30 PM
Origami Summer Gunk Lung
Cole's Bar
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Sun · Oct 4 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
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Sun · Oct 4 · 9:00 PM
Open Mic Night
My Buddy's
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Sun · Oct 4 · 10:00 PM
Open Mic Night
Reed's Local
Monday, October 5
Tuesday, October 6
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
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Tue · Oct 6 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
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Tue · Oct 6 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Butch McGuire's
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Tue · Oct 6 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Oct 6 · 7:30 PM
Open Mic Comedy
Harrigan's
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Tue · Oct 6 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
↻ RecurringTue · Oct 6 · 8:00 PM
Open Mic Night
Emerald Isle
↻ RecurringTue · Oct 6 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ RecurringTue · Oct 6 · 9:00 PM
Open Mic Night
Vaughan's Pub
Wednesday, October 7
Free↻ Recurring
Wed · Oct 7 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
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Wed · Oct 7 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
↻ RecurringWed · Oct 7 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
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Wed · Oct 7 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Oct 7 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Oct 7 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
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Wed · Oct 7 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
↻ RecurringWed · Oct 7 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Oct 7 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Oct 7 · 8:00 PM
Trivia Night
George Street Pub
↻ RecurringWed · Oct 7 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Thursday, October 8
Free↻ Recurring
Thu · Oct 8 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ Recurring
Thu · Oct 8 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
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Thu · Oct 8 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
$16Thu · Oct 8 · 7:30 PM
The Scummies Sparkling Urbana Color to Use
Cole's Bar
↻ RecurringThu · Oct 8 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
↻ RecurringThu · Oct 8 · 8:00 PM
Trivia Night
Bucktown Pub
↻ Recurring
Thu · Oct 8 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
Friday, October 9
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Fri · Oct 9 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
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Fri · Oct 9 · 10:00 AM
Morning Glories
Garfield Park Conservatory Alliance
Free↻ Recurring
Fri · Oct 9 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
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Fri · Oct 9 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
Fri · Oct 9 · 8:00 PM
TRIO NEXUS
Green Mill Cocktail Lounge
↻ RecurringFri · Oct 9 · 8:00 PM
Open Mic Night
O'Donnell's
Saturday, October 10
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Sat · Oct 10 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
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Sat · Oct 10 · 11:00 AM
Budding Botanist
Garfield Park Conservatory Alliance
Free↻ Recurring
Sat · Oct 10 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ Recurring
Sat · Oct 10 · 3:00 PM
PAPER MACHETE
Green Mill Cocktail Lounge
$16Sat · Oct 10 · 8:45 PM
Blind Season Palmer Hoverboard
Cole's Bar
Sunday, October 11
Free↻ Recurring
Sun · Oct 11 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
↻ RecurringSun · Oct 11 · 5:30 PM
Open Mic Night
aliveOne
$15.77Sun · Oct 11 · 7:45 PM
Biitchseat Empty Heaven Molly O'Malley
Cole's Bar
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Sun · Oct 11 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
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Sun · Oct 11 · 9:00 PM
Open Mic Night
My Buddy's
↻ Recurring
Sun · Oct 11 · 10:00 PM
Open Mic Night
Reed's Local