Things to do in Chicago, IL

1,601 events · Music, Comedy, Nightlife · evening

Wednesday, October 28

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Wed · Oct 28 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

Nightlife

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Wed · Oct 28 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

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Wed · Oct 28 · 8:00 PM

Trivia Night

Burwood Tap

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Wed · Oct 28 · 8:00 PM

Comedy Open Mic

Cole's Bar

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Wed · Oct 28 · 8:00 PM

Geeks Who Drink Trivia

Dante's Tavern

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Wed · Oct 28 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

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Wed · Oct 28 · 8:00 PM

Trivia Night

George Street Pub

Nightlife

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Wed · Oct 28 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

$16.99↻ Recurring

Wed · Oct 28 · 9:00 PM

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

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Wed · Oct 28 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

Thursday, October 29

Nightlife

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Thu · Oct 29 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

$18↻ Recurring

Thu · Oct 29 · 6:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Thu · Oct 29 · 6:00 PM

ESTEMAN & DANIELA SPALLA - AMORIO USA TOUR

House of Blues Chicago · Chicago

Thu · Oct 29 · 7:00 PM

Gavn!, Tba

Reggies Rock Club · Chicago

Nightlife

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Thu · Oct 29 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

Thu · Oct 29 · 7:30 PM

Infinite 80s: Play The Cure

SPACE · Evanston

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Thu · Oct 29 · 7:30 PM

Brahms Requiem

Symphony Center-IL · Chicago

Thu · Oct 29 · 7:30 PM

The Airborne Toxic Event

Vic Theatre · Chicago

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Thu · Oct 29 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

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Thu · Oct 29 · 8:00 PM

Trivia Night

Bucktown Pub

$12-$22

Thu · Oct 29 · 8:00 PM

Iris Marlowe

Carol's Pub · Chicago

$53-$80

Thu · Oct 29 · 8:00 PM

The Tallest Man On Earth with Gwenifer Raymond

Thalia Hall · Chicago

Thu · Oct 29 · 8:00 PM

Alicia Villarreal - Bendita Locura Tour 2026

Cahn Auditorium · Evanston

Nightlife

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Thu · Oct 29 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

Thu · Oct 29 · 8:00 PM

Alice In Chains "Dirt", Pearl Jam "VS"

Reggies Music Joint · Chicago

Thu · Oct 29 · 8:00 PM

Tommy Lefroy

The Hideout

Thu · Oct 29 · 8:00 PM

The Dresden Dolls

The Salt Shed Indoors (Shed) · Chicago

15

Thu · Oct 29 · 8:00 PM

The Clearwater Swimmers, Pebbles Inc

Martyrs'

Thu · Oct 29 · 8:00 PM

The Tallest Man on Earth

Thalia Hall · Chicago

Thu · Oct 29 · 8:00 PM

Little Barrie

Old Town School of Folk Music

Thu · Oct 29 · 9:00 PM

Flamingosis w/ Pure Colors

Sleeping Village

$16.99

Thu · Oct 29 · 9:00 PM

NIGEL MACK

Buddy Guy's Legends

Thu · Oct 29 · 9:00 PM

Paul Bielatowicz's Nosferatu Live

Reggies Bananna's Shack · Chicago

Friday, October 30

Nightlife

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Fri · Oct 30 · 1:00 AM

GREEN MILL JAM SESSION with MARQUIS HILL

Green Mill Cocktail Lounge

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Fri · Oct 30 · 5:00 PM

Dom Dolla

Navy Pier · Chicago

Nightlife

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Fri · Oct 30 · 5:00 PM

Chris Foreman

Green Mill Cocktail Lounge

Fri · Oct 30 · 6:00 PM

Periphery - A Pale White Dot US Tour

Ramova Theatre · Chicago

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Fri · Oct 30 · 6:30 PM

Weston Estate

Outset · Chicago

$23↻ Recurring

Fri · Oct 30 · 7:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Fri · Oct 30 · 7:00 PM

Winyah

House of Blues Chicago · Chicago

$46↻ Recurring

Fri · Oct 30 · 7:00 PM

Sanctum Dark Music Festival

Thalia Hall · Chicago

Fri · Oct 30 · 7:00 PM

Forbidden, Heathen, Void

Reggies Rock Club · Chicago

$40

Fri · Oct 30 · 7:00 PM

Three Floyds 30th Anniversary Event with Pig Destroyer, Necrot, Eternal Champion, and Lair of The Minotaur

Bottom Lounge · Chicago

$101

Fri · Oct 30 · 7:00 PM

Sanctum Dark Music Festival - 2 DAY PASS

Thalia Hall · Chicago

Fri · Oct 30 · 8:00 PM

Grupo Niche y Adolescentes Orquesta - Niche Disco Tour

Rosemont Theatre · Rosemont

Fri · Oct 30 · 8:00 PM

MANÁ: VIVIR SIN AIRE TOUR

Allstate Arena · Rosemont

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Fri · Oct 30 · 8:00 PM

Open Mic Night

O'Donnell's

15

Fri · Oct 30 · 8:00 PM

Street Pony, Modern Joey, Stan P Band

Martyrs'

Fri · Oct 30 · 8:00 PM

The Sinatra Experience With Dave Halston

George Van Dusen Theatre at North Shore Center · Skokie

Fri · Oct 30 · 8:00 PM

Taper's Choice

Garcia's Chicago · Chicago

Fri · Oct 30 · 8:00 PM

The Living Tombstone - The Multiplayer Tour

Aragon Ballroom · Chicago

Nightlife

Fri · Oct 30 · 8:00 PM

Halloween eve with THE MODEL CITIZENS

Green Mill Cocktail Lounge

Fri · Oct 30 · 8:30 PM

The Cle Elum, the Midnight Calls, the Handcuffs

Reggies Bananna's Shack · Chicago

$27.30

Fri · Oct 30 · 9:00 PM

BLUES PEOPLE

Buddy Guy's Legends

Fri · Oct 30 · 9:00 PM

The Symposium w/ mtvghosts

Sleeping Village

Fri · Oct 30 · 9:00 PM

The Goddamn Gallows, Go Hang

Reggies Music Joint · Chicago

$10

Fri · Oct 30 · 9:30 PM

Kurtis James Band

Carol's Pub · Chicago

Fri · Oct 30 · 10:00 PM

ATLiens (18 and Over with Valid Government ID)

Radius - Chicago · Chicago

Saturday, October 31

Nightlife

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Sat · Oct 31 · 1:00 AM

RIGHTEOUS ROOSTER ORGAN TRIO

Green Mill Cocktail Lounge

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Sat · Oct 31 · 5:00 PM

Dom Dolla

Navy Pier · Chicago

Sat · Oct 31 · 5:00 PM

Gods of Chaos Halloween

Aragon Ballroom · Chicago

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Sat · Oct 31 · 6:30 PM

Weston Estate

Outset · Chicago

$53↻ Recurring

Sat · Oct 31 · 7:00 PM

Sanctum Dark Music Festival

Thalia Hall · Chicago

Sat · Oct 31 · 7:00 PM

Akeem Ali - The Texture Tour

House of Blues Chicago · Chicago

$23↻ Recurring

Sat · Oct 31 · 7:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Sat · Oct 31 · 7:30 PM

THE ROCKY HORROR PICTURE ORIGINAL CAST SPOOKTACULAR TOUR

The Chicago Theatre · Chicago

$16

Sat · Oct 31 · 7:30 PM

Talker OK Cool Snowcuffs DJ Atlas Aurora

Cole's Bar

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Sat · Oct 31 · 7:30 PM

Brahms Requiem

Symphony Center-IL · Chicago

Sat · Oct 31 · 7:30 PM

Allison Russell w/ Autumn Nicholas

Vic Theatre · Chicago

Sat · Oct 31 · 8:00 PM

Arcángel - La 8va Maravilla World Tour

Rosemont Theatre · Rosemont

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Sat · Oct 31 · 8:00 PM

Rod Wave: Don't Look Down Tour

United Center · Chicago

Sat · Oct 31 · 8:00 PM

Marshall Crenshaw

Old Town School of Folk Music

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Sat · Oct 31 · 8:00 PM

Dumpstaphunk

Garcia's Chicago · Chicago

$28-$114

Sat · Oct 31 · 8:00 PM

Lilyisthatyou - The Flowers Have Feelings Tour

Bottom Lounge · Chicago

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Sat · Oct 31 · 8:00 PM

Geese - Getting Killed Again Tour

The Salt Shed Indoors (Shed) · Chicago

$18

Sat · Oct 31 · 9:00 PM

Rod Tuffcurls and the Bench Press - Halloween

Joe's on Weed Street · Chicago

Sat · Oct 31 · 9:00 PM

Moe's N Co, Lyric and the New Band, the K.R.A.

Reggies Music Joint · Chicago

$10

Sat · Oct 31 · 9:30 PM

Yankee Cowboy

Carol's Pub · Chicago

Sat · Oct 31 · 10:00 PM

WIGS

The Hideout

Sunday, November 1

$18↻ Recurring

Sun · Nov 1 · 5:30 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

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Sun · Nov 1 · 5:30 PM

Open Mic Night

aliveOne

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Sun · Nov 1 · 7:00 PM

Dumpstaphunk

Garcia's Chicago · Chicago

Sun · Nov 1 · 7:00 PM

Billy Prine

Old Town School of Folk Music

Sun · Nov 1 · 7:00 PM

Davis Plays Davis: A Tribute to Miles Davis by Orbert Davis

SPACE · Evanston

$17-$33

Sun · Nov 1 · 7:00 PM

Chicago 1971 - Evening

Carol's Pub · Chicago

Sun · Nov 1 · 7:30 PM

L7

Vic Theatre · Chicago

$34-$299

Sun · Nov 1 · 7:30 PM

New Constellations: It Comes In Waves Tour with Vox Rea

Thalia Hall · Chicago

Sun · Nov 1 · 7:30 PM

Bad Gyal

Riviera Theatre- IL · Chicago

Nightlife

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Sun · Nov 1 · 8:00 PM

SOUL MESSAGE

Green Mill Cocktail Lounge

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Sun · Nov 1 · 8:00 PM

Rod Wave: Don't Look Down Tour

United Center · Chicago

$27

Sun · Nov 1 · 8:00 PM

Elanor Moss with Max Subar

Tack Room · Chicago

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Sun · Nov 1 · 8:00 PM

Geese - Getting Killed Again Tour

The Salt Shed Indoors (Shed) · Chicago

Sun · Nov 1 · 8:00 PM

King Sickabilly, Tba

Reggies Music Joint · Chicago

Nightlife

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Sun · Nov 1 · 9:00 PM

Open Mic Night

My Buddy's

Nightlife

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Sun · Nov 1 · 10:00 PM

Open Mic Night

Reed's Local

Monday, November 2

Mon · Nov 2 · 8:00 PM

*SOLD OUT* The Blasting Company plays Over The Garden Wall

Thalia Hall · Chicago

Wednesday, November 4

Wed · Nov 4 · 7:00 PM

SOMBR - You Are The Reason Tour

United Center · Chicago

Wed · Nov 4 · 7:30 PM

ImprovisAsian: Between Heritage and the Next Chorus

Old Town School of Folk Music

$27-$41

Wed · Nov 4 · 7:30 PM

John Cowan Trio with Luke Bulla

SPACE · Evanston