Things to do in Chicago, IL

1,570 events · Music, Theater, Parks & Outdoors · morning/afternoon/evening

Saturday, October 24

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Sat · Oct 24 · 8:00 PM

Judy Collins

Old Town School of Folk Music

Sat · Oct 24 · 8:00 PM

Authority Zero w/ Counterpunch

Reggies Music Joint · Chicago

$24-$159

Sat · Oct 24 · 8:30 PM

ALICIA BLUE at FITZGERALDS Nightclub

FITZGERALDS NIGHTCLUB · Berwyn

Sat · Oct 24 · 9:00 PM

CircuitMOM & Uncle Present Haunted Hollywood ft Erik Vilar and Ed Wood

House of Blues Chicago · Chicago

Sat · Oct 24 · 9:00 PM

The Brokes, St. Marlboro

Reggies Rock Club · Chicago

$27.30

Sat · Oct 24 · 9:00 PM

COREY DENNISON

Buddy Guy's Legends

$12-$28

Sat · Oct 24 · 9:30 PM

Chasen Wayne & The Honky Tonk Machine - Chicago Album Release

Carol's Pub · Chicago

Sat · Oct 24 · 10:00 PM

Steven Castillo

The Hideout

Sunday, October 25

Parks & Outdoors

Free↻ Recurring

Sun · Oct 25 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

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Sun · Oct 25 · 3:00 PM

Sleeping Beauty & Dvor??k Cello Concerto

Symphony Center-IL · Chicago

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Sun · Oct 25 · 3:00 PM

The Hoyle Brothers

Martyrs'

$18↻ Recurring

Sun · Oct 25 · 5:30 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Sun · Oct 25 · 7:00 PM

Streetlight Manifesto: The Presence of the Past Tour

House of Blues Chicago · Chicago

$32

Sun · Oct 25 · 7:00 PM

Icon For Hire: Scripted 15 Year Anniversary Tour

Bottom Lounge · Chicago

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Sun · Oct 25 · 7:00 PM

Judy Collins

Old Town School of Folk Music

Sun · Oct 25 · 7:00 PM

Sleeping With Sirens: An Ending In Itself Tour

The Salt Shed Indoors (Shed) · Chicago

Sun · Oct 25 · 7:30 PM

The Longest Johns

Vic Theatre · Chicago

25

Sun · Oct 25 · 7:30 PM

An Intimate Evening with Pamela Des Barres, Author "I'm With The Band"

Martyrs'

Sun · Oct 25 · 7:30 PM

Jackopierce

SPACE · Evanston

$16.99↻ Recurring

Sun · Oct 25 · 9:00 PM

TBA

Buddy Guy's Legends

Monday, October 26

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Mon · Oct 26 · 6:30 PM

Trivia Night

City Winery Chicago

Mon · Oct 26 · 7:00 PM

She Wants Revenge

House of Blues Chicago · Chicago

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Mon · Oct 26 · 7:30 PM

Tedeschi Trucks Band: Future Soul 2026 Tour

The Chicago Theatre · Chicago

Mon · Oct 26 · 7:30 PM

Vitamin String Quartet

George Van Dusen Theatre at North Shore Center · Skokie

$21

Mon · Oct 26 · 8:00 PM

MADMAN CHYNO w. Nvrmnd st Sylas and Peez Alchemy

SPACE · Evanston

Tuesday, October 27

Tue · Oct 27 · 6:30 PM

SiM - HOOMAN WORLD TOUR

House of Blues Chicago · Chicago

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Tue · Oct 27 · 7:30 PM

Tedeschi Trucks Band: Future Soul 2026 Tour

The Chicago Theatre · Chicago

Tue · Oct 27 · 7:30 PM

Sienna Spiro

Riviera Theatre- IL · Chicago

Tue · Oct 27 · 8:00 PM

Tth w/ William Alexander

Sleeping Village

Tue · Oct 27 · 8:00 PM

The Empty Pockets

Garcia's Chicago · Chicago

Tue · Oct 27 · 8:00 PM

Dylan Gossett - Live In Concert

The Salt Shed Indoors (Shed) · Chicago

Tue · Oct 27 · 8:00 PM

*SOLD OUT* This Is Lorelei with @

Thalia Hall · Chicago

$34-$41

Tue · Oct 27 · 8:00 PM

The Arcadian Wild - Make It Out Alive Tour w. Addison Agen

SPACE · Evanston

Tue · Oct 27 · 8:00 PM

Colin Miller

The Hideout

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Tue · Oct 27 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

Music

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Tue · Oct 27 · 10:00 PM

Open Mic Night

Subterranean · Chicago

Wednesday, October 28

Parks & Outdoors

Free↻ Recurring

Wed · Oct 28 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Wed · Oct 28 · 7:30 PM

Shakey Graves w/ Wild Pink

Vic Theatre · Chicago

Wed · Oct 28 · 7:30 PM

Día de los Muertos (Day of the Dead)

Old Town School of Folk Music

Wed · Oct 28 · 8:00 PM

Phillip Phillips - Let’s Go Far Tour with Katie Lynne Sharbaugh

Thalia Hall · Chicago

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Wed · Oct 28 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

$16.99↻ Recurring

Wed · Oct 28 · 9:00 PM

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

Thursday, October 29

Parks & Outdoors

Free↻ Recurring

Thu · Oct 29 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

$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

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

$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

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

Parks & Outdoors

Free↻ Recurring

Fri · Oct 30 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

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Fri · Oct 30 · 1:30 PM

Brahms Requiem

Symphony Center-IL · Chicago

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Fri · Oct 30 · 5:00 PM

Dom Dolla

Navy Pier · Chicago

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

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

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

Parks & Outdoors

Free↻ Recurring

Sat · Oct 31 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

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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

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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