Things to do in Chicago, IL

2,269 events

Tuesday, September 29

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

Tue · Sep 29 · 7:30 PM

Vinto Van Go Album Release W/ the Cynz

Reggies Music Joint · Chicago

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Tue · Sep 29 · 7:30 PM

Open Mic Comedy

Harrigan's

Tue · Sep 29 · 7:30 PM

Mon Rovîa - Bloodline Tour

The Salt Shed Indoors (Shed) · Chicago

Tue · Sep 29 · 7:30 PM

Sunny War

SPACE · Evanston

Tue · Sep 29 · 8:00 PM

Lambchop

Old Town School of Folk Music

$35-$486

Tue · Sep 29 · 8:00 PM

ARLO PARKS - DESIRE TOUR with Baird

Thalia Hall · Chicago

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Tue · Sep 29 · 8:00 PM

Open Mic Night

Emerald Isle

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Tue · Sep 29 · 8:00 PM

Ben Harper & The Innocent Criminals

Garcia's Chicago · Chicago

Tue · Sep 29 · 8:00 PM

VIDEOHEAD VIDEO: 9 to 5 & Elvira Mistress of the Dark on the Patio

Sleeping Village

Tue · Sep 29 · 8:00 PM

Iguana Death Cult

Beat Kitchen · Chicago

Tue · Sep 29 · 8:00 PM

Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour

United Center · Chicago

Tue · Sep 29 · 8:00 PM

Torn Light Presents - Simon Joyner, David Nance

The Hideout

Tue · Sep 29 · 8:00 PM

Lambrini Girls (18 and Over)

Vic Theatre · Chicago

Nightlife

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Tue · Sep 29 · 8:00 PM

CHICAGO CELLAR BOYS

Green Mill Cocktail Lounge

Tue · Sep 29 · 8:00 PM

Arlo Parks (17 and Over)

Thalia Hall · Chicago

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Tue · Sep 29 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

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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

Music

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Tue · Sep 29 · 10:00 PM

Open Mic Night

Subterranean · Chicago

20↻ Recurring

Tue · Sep 29

1st Set With Tenor Time

Andy's Jazz Club

Tue · Sep 29

Dave Herrero Feat. Pete Galanis special guest Adam Hernacki

Rosa's Lounge

20↻ Recurring

Tue · Sep 29

2nd Set With Tenor Time

Andy's Jazz Club

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Tue · Sep 29

Steve Schneck Quartet

Jazz Showcase

Wednesday, September 30

Wed · Sep 30 · 7:00 AM

Ballaké Sissoko and Piers Faccini Minyo Crusaders

Old Town School of Folk Music

Free↻ Recurring

Wed · Sep 30 · 8:30 AM

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

Indiana Dunes National Park

Parks & Outdoors

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Wed · Sep 30 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

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Wed · Sep 30 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

Free↻ Recurring

Wed · Sep 30 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Wed · Sep 30 · 6:00 PM

The Linda Lindas

House of Blues Chicago · Chicago

Wed · Sep 30 · 6:00 PM

Knocked Loose & Denzel Curry

The Salt Shed Outdoors (Fairgrounds) · Chicago

Wed · Sep 30 · 6:30 PM

Patricia Barber

Winter's Jazz Club

Wed · Sep 30 · 7:00 PM

Never Too Old: The YA Book Club

The Book Cellar

Wed · Sep 30 · 7:00 PM

Humboldt Jungle Pop-up [early ]

The Hideout

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

Wed · Sep 30 · 7:00 PM

Steve Lacy: Oh yeah? Tour

Aragon Ballroom · Chicago

Wed · Sep 30 · 7:15 PM

Chaunté Wayans

The Den Theatre

Parks & Outdoors

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Wed · Sep 30 · 7:30 PM

Whimsy Wednesday

Garfield Park Conservatory Alliance

$27

Wed · Sep 30 · 7:30 PM

Ella Boh - Blurry Tour w. Psylosia

SPACE · Evanston

Wed · Sep 30 · 7:30 PM

40 Fingers

George Van Dusen Theatre at North Shore Center · Skokie

Wed · Sep 30 · 7:30 PM

Lionel Richie and Earth, Wind & Fire - Sing a Song All Night Long

United Center · Chicago

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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

Wed · Sep 30 · 8:00 PM

Dr. Goldfoot & the Bikini MacHine, Saffron Menace, Bog Bawdy

Reggies Music Joint · Chicago

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Wed · Sep 30 · 8:00 PM

Trivia Night

Burwood Tap

Wed · Sep 30 · 8:00 PM

Metro Presents… Olof Dreijer (Live)

Sleeping Village

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Wed · Sep 30 · 8:00 PM

Comedy Open Mic

Cole's Bar

Wed · Sep 30 · 8:00 PM

Drag Talk, Zoon

Reggies Rock Club · Chicago

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Wed · Sep 30 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

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Wed · Sep 30 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

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Wed · Sep 30 · 8:00 PM

Ben Harper & The Innocent Criminals

Garcia's Chicago · Chicago

Wed · Sep 30 · 8:00 PM

Bayonne

Lincoln Hall · Chicago

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

$16.99↻ Recurring

Wed · Sep 30 · 9:00 PM

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

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Wed · Sep 30 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

Wed · Sep 30 · 9:15 PM

Humboldt Jungle Pop-up [late ]

The Hideout

Wed · Sep 30

Sheryl Youngblood Band’s All-Music Jam Night

Rosa's Lounge

Wed · Sep 30

Lynn Live Vocals with Mikey Harms and Phin Gleber

Uncommon Ground

10

Wed · Sep 30

Late Night Concert Series w/Kevin Nabors Jr.

Andy's Jazz Club

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Wed · Sep 30

Sabertooth Organ Quartet

Jazz Showcase

20↻ Recurring

Wed · Sep 30

1st Set With Charles Heath

Andy's Jazz Club

20↻ Recurring

Wed · Sep 30

2nd Set With Charles Heath

Andy's Jazz Club

Thursday, October 1

Parks & Outdoors

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Thu · Oct 1 · 10:00 AM

Soul of the Stone

Garfield Park Conservatory Alliance

Parks & Outdoors

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Thu · Oct 1 · 10:00 AM

The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026

Garfield Park Conservatory Alliance

Parks & Outdoors

Free↻ Recurring

Thu · Oct 1 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Nightlife

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Thu · Oct 1 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

Thu · Oct 1 · 6:00 PM

Africa Out West

Old Town School of Folk Music

Thu · Oct 1 · 6:00 PM

AfroFuturist Weekend 11: "What's In the Cipher?" [Offsite AT THE.BLKROOM] Dark Matter Residents Panel & Performance

Elastic Arts

$18↻ Recurring

Thu · Oct 1 · 6:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Thu · Oct 1 · 6:00 PM

Spotlight On: Alfonso Ponticelli

Winter's Jazz Club

Nightlife

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Thu · Oct 1 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

Thu · Oct 1 · 7:30 PM

156/Silence, Aviana, Heavensgate, Fromjoy

Reggies Rock Club · Chicago

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Thu · Oct 1 · 7:30 PM

M??kel?? Conducts Mahler 9

Symphony Center-IL · Chicago

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Thu · Oct 1 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

Thu · Oct 1 · 7:45 PM

Chris Siebold & Friends, Tautologic

Reggies Bananna's Shack · Chicago

Thu · Oct 1 · 8:00 PM

Vieux Farka Touré

Old Town School of Folk Music

$18-$97

Thu · Oct 1 · 8:00 PM

FITZGERALDS & Skeleton Key Brewery Present: The SPECTRAL SILHOUETTE Radio !

FITZGERALDS NIGHTCLUB · Berwyn

Nightlife

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Thu · Oct 1 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

Thu · Oct 1 · 8:00 PM

United Forces, Texas Toast Chainsaw Massacre, Tba

Reggies Music Joint · Chicago

$27-$111

Thu · Oct 1 · 8:00 PM

Ashley Cooke: The Baby Blues Tour with McCoy Moore

Joe's Live Rosemont · Rosemont

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Thu · Oct 1 · 8:00 PM

Trivia Night

Bucktown Pub

Thu · Oct 1 · 8:00 PM

Ashley Cooke w/ McCoy Moore

Joe's Live Rosemont · Rosemont

Thu · Oct 1 · 8:30 PM

AMY LAVERE & WILL SEXTON Live in the SIDEBAR!

FITZGERALDS SIDEBAR · Berwyn

Thu · Oct 1 · 9:00 PM

Cain Culto w/ Chillona, Neila

Sleeping Village

$16.99

Thu · Oct 1 · 9:00 PM

SONIC SOUL

Buddy Guy's Legends

20↻ Recurring

Thu · Oct 1

1st Set With Mario Abney

Andy's Jazz Club

10↻ Recurring

Thu · Oct 1

Late Night Concert Series w/The Chicago Experiment

Andy's Jazz Club

Thu · Oct 1

Nat Lefkoff

Uncommon Ground

Thu · Oct 1

Chico Freeman Quartet

Jazz Showcase

Thu · Oct 1

Thursday Night Live Blues: Feat. Lil’ Ed Williams w/ Sumito Ariyoshi

Rosa's Lounge

20↻ Recurring

Thu · Oct 1

2nd Set With Mario Abney

Andy's Jazz Club