Things to do in Chicago, IL

1,918 events · Music, Nightlife

Tuesday, September 8

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Tue · Sep 8 · 7:00 PM

Trivia Night

Roscoe Village Pub

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Tue · Sep 8 · 7:00 PM

Trivia Night

Sheffield's Wine & Beer Garden

Nightlife

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Tue · Sep 8 · 7:00 PM

Trivia Night

Punch Bowl Social Chicago

Nightlife

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Tue · Sep 8 · 7:00 PM

Trivia Night

Jake Melnick's Corner Tap

Nightlife

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Tue · Sep 8 · 7:00 PM

Open Mic / Blues Jam

Gallery Cabaret

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Tue · Sep 8 · 7:00 PM

Trivia Night

Butch McGuire's

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Tue · Sep 8 · 7:00 PM

Trivia Night

Timothy O'Toole's Pub Chicago

$16

Tue · Sep 8 · 7:30 PM

Mouse Magazine Presents: Tragic Heroine Try A Dull Knife Plastic Peach

Cole's Bar

$27-$54

Tue · Sep 8 · 7:30 PM

Nduduzo Makhathini

SPACE · Evanston

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Tue · Sep 8 · 7:30 PM

Open Mic Comedy

Harrigan's

Tue · Sep 8 · 7:30 PM

TLC & Salt-N-Pepa with En Vogue - IT'S ICONIC

Huntington Bank Pavilion at Northerly Island · Chicago

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Tue · Sep 8 · 8:00 PM

Open Mic Night

Emerald Isle

Tue · Sep 8 · 8:00 PM

Nate Sib (18+ Event)

Lincoln Hall · Chicago

Tue · Sep 8 · 8:00 PM

Radio Outernational, Dark Canyon

The Hideout

Tue · Sep 8 · 8:00 PM

Childish Gambino - The New World Tour

United Center · Chicago

Nightlife

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Tue · Sep 8 · 8:00 PM

CHICAGO CELLAR BOYS

Green Mill Cocktail Lounge

$31

Tue · Sep 8 · 9:00 PM

Wiki The Park Bench Tour

Three Top Lounge · Chicago

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Tue · Sep 8 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

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Tue · Sep 8 · 9:00 PM

Open Mic Night

Vaughan's Pub

Music

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Tue · Sep 8 · 10:00 PM

Open Mic Night

Subterranean · Chicago

20

Tue · Sep 8

1st Set With Henry Johnson & Charles ‘Rick’ Heath

Andy's Jazz Club

Tue · Sep 8

Relax Attack Jazz Series: Clif Wallace (DJ Set)

The Whistler

Tue · Sep 8

Mario Kart Open Mic 003

Bookclub

Tue · Sep 8

Tuesday Night Karaoke w/ Grizzy Mack & Jess

Emporium Arcade Bar - Wicker Park

Tue · Sep 8

Dave Herrero feat. Pete Galanis

Rosa's Lounge

Tue · Sep 8

Diego Rodriguez Big Band

Jazz Showcase

20

Tue · Sep 8

2nd Set With Henry Johnson & Charles ‘Rick’ Heath

Andy's Jazz Club

Wednesday, September 9

Wed · Sep 9 · 6:00 PM

Politico’s Illinois Playbook Live! with Shia Kapos & special guest Rep. Lauren Underwood

The Hideout

Wed · Sep 9 · 6:30 PM

The CHRIS GREENE QUARTET on the PATIO!

FITZGERALDS PATIO · Berwyn

Wed · Sep 9 · 6:30 PM

Michael Lerich Quartet - Swingin’ the Great American Songbook

Winter's Jazz Club

Wed · Sep 9 · 7:00 PM

Music Trivia with Brendan and Sean: Evanston Folk Festival Edition (Space Patio)

SPACE · Evanston

Nightlife

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Wed · Sep 9 · 7:00 PM

Geeks Who Drink Trivia

Fado Irish Pub

$21-$34

Wed · Sep 9 · 7:30 PM

Mr. Chair

SPACE · Evanston

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Wed · Sep 9 · 7:30 PM

Geeks Who Drink Trivia

Commonwealth Tavern

Wed · Sep 9 · 7:30 PM

¿Qiensave?

Old Town School of Folk Music

12

Wed · Sep 9 · 7:30 PM

Chirp Radio Presents...First Time: First Light

Martyrs'

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Wed · Sep 9 · 8:00 PM

Trivia Night

Burwood Tap

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Wed · Sep 9 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

Nightlife

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Wed · Sep 9 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

Wed · Sep 9 · 8:00 PM

Added Color, Lavisher

Reggies Music Joint · Chicago

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Wed · Sep 9 · 8:00 PM

Comedy Open Mic

Cole's Bar

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Wed · Sep 9 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

Nightlife

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Wed · Sep 9 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

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Wed · Sep 9 · 8:00 PM

Trivia Night

George Street Pub

Wed · Sep 9 · 8:00 PM

Elastro: Hunter Brown, chelliah, Stereotypewriters

Elastic Arts

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Wed · Sep 9 · 8:00 PM

Shadowgrass

Garcia's Chicago · Chicago

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Wed · Sep 9 · 8:00 PM

Geeks Who Drink Trivia

Dante's Tavern

$24-$190

Wed · Sep 9 · 8:30 PM

CHA WA Returns to FITZGERALDS NIGHTCLUB w/ special guest The Hurtin' Kind

FITZGERALDS NIGHTCLUB · Berwyn

Wed · Sep 9 · 8:30 PM

LITTLE HOPES @ FITZGERALDS SIDEBAR!

FITZGERALDS SIDEBAR · Berwyn

Wed · Sep 9 · 8:30 PM

Lara Somogyi: a [time] patterned (Chicago premiere)

Constellation

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Wed · Sep 9 · 9:00 PM

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

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Wed · Sep 9 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

20↻ Recurring

Wed · Sep 9

2nd Set With Charles Heath

Andy's Jazz Club

Wed · Sep 9

Relax Attack Jazz Series: Ben Branda Quartet

The Whistler

Wed · Sep 9

I Like To Watch

GMan Tavern

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Wed · Sep 9

Soul Message Trio

Jazz Showcase

10↻ Recurring

Wed · Sep 9

Late Night Concert Series w/Ben Paterson

Andy's Jazz Club

Wed · Sep 9

Derek Caruso & The Blues Fuse - "High Voltage Night"

Rosa's Lounge

$12.80

Wed · Sep 9

Homeward Bound + Noah Weissman

Bookclub

20↻ Recurring

Wed · Sep 9

1st Set With Charles Heath

Andy's Jazz Club

Thursday, September 10

$15.77

Thu · Sep 10 · 7:30 AM

Anne Helen Wells, Suroor, MaryMary!

Cole's Bar

Nightlife

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Thu · Sep 10 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

$114

Thu · Sep 10 · 5:00 PM

Plantasia TWO DAY PASS

Garfield Park Conservatory · Chicago

Thu · Sep 10 · 5:30 PM

Plantasia - Day 1 with Helado Tropical (Helado Negro and Reyna Tropical) James K Gigi Masin Elori Saxl and Henry Solomon +more

Garfield Park Conservatory · Chicago

$18

Thu · Sep 10 · 6:00 PM

TBD/Joanna Connor Band

Kingston Mines - Chicago Blues Center · Chicago

Thu · Sep 10 · 6:30 PM

Paul Marinaro Quartet

Winter's Jazz Club

Thu · Sep 10 · 7:00 PM

Zeruel

Avondale Music Hall · Chicago

Thu · Sep 10 · 7:00 PM

Erykah Badu

Ravinia · Highland Park

Thu · Sep 10 · 7:00 PM

Volumes, Until I Wake, Catsclaw, Outrun the Sunlight

Reggies Rock Club · Chicago

Nightlife

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Thu · Sep 10 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

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Thu · Sep 10 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

Thu · Sep 10 · 7:30 PM

And I, You, Sung Drone, Hell of a Life, Funeral Plain

Reggies Music Joint · Chicago

Thu · Sep 10 · 7:30 PM

Rainbow Girls w. Jordan Smart

SPACE · Evanston

20

Thu · Sep 10 · 7:30 PM

CC & The Madman: Fall of '86 (2 Sets!)

Martyrs'

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Thu · Sep 10 · 7:30 PM

Garth Brooks - Blame It All On My Roots Arena Tour

Allstate Arena · Rosemont

Thu · Sep 10 · 8:00 PM

JUNGLE - World Tour 2026

United Center · Chicago

$60

Thu · Sep 10 · 8:00 PM

Jam For Good Presents - Niko Moon

Joe's on Weed Street · Chicago

Thu · Sep 10 · 8:00 PM

CFS Presents: Caligari's Cure

Constellation

Nightlife

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Thu · Sep 10 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

$45

Thu · Sep 10 · 8:00 PM

Nai Palm (of Hiatus Kaiyote), with Cazeaux O.S.L.O.

Bottom Lounge · Chicago

Thu · Sep 10 · 8:00 PM

Niko Moon

Joe's on Weed Street · Chicago

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Thu · Sep 10 · 8:00 PM

Shadowgrass

Garcia's Chicago · Chicago

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Thu · Sep 10 · 8:00 PM

Trivia Night

Bucktown Pub

Thu · Sep 10 · 8:30 PM

Thursday Night in the SIDEBAR w/ BLUE ROSE

FITZGERALDS SIDEBAR · Berwyn

$30-$221

Thu · Sep 10 · 8:30 PM

TERRANCE SIMIEN & The Zydeco Experience at FITZGERALDS Nightclub

FITZGERALDS NIGHTCLUB · Berwyn

Thu · Sep 10 · 8:30 PM

Improvised Music Series: Gregor Samsa & Karlo Rossmann, Tyler Damon/Jacob Fawcett/Andrew Scott Young

Elastic Arts

Thu · Sep 10 · 8:30 PM

Spiral Galaxy, Bobby Conn, SiP, DJ Fiendish Thingys

The Hideout

$16.99↻ Recurring

Thu · Sep 10 · 9:00 PM

CHRIS O’LEARY

Buddy Guy's Legends

Thu · Sep 10 · 9:00 PM

Facing w/ Laliberté, baby

Sleeping Village

Thu · Sep 10

Joey J. Saye: Traditional Blues Hour at 8:30 PM

Rosa's Lounge

Thu · Sep 10

“Thursday Night Live” Blues: Lil Ed Williams with Sumito 'Ariyo' Ariyoshi

Rosa's Lounge

$30 to $100

Thu · Sep 10

The Legendary ONYX Returns to Chicago

Bookclub

Thu · Sep 10

Clark Sommers W'Ba(SH)

Jazz Showcase

Thu · Sep 10

Blesstonio presents: Fusion (September 2026 Edition)

The Whistler

20↻ Recurring

Thu · Sep 10

2nd Set With Mario Abney

Andy's Jazz Club

20↻ Recurring

Thu · Sep 10

1st Set With Mario Abney

Andy's Jazz Club

Thu · Sep 10

R.I.Y.L. LIVE!

GMan Tavern

10↻ Recurring

Thu · Sep 10

Late Night Concert Series w/The Chicago Experiment

Andy's Jazz Club