Things to do in Chicago, IL

1,620 events · Music, Comedy, Food & Drink, Parks & Outdoors · morning/afternoon/evening

Saturday, October 10

Sat · Oct 10 · 7:30 PM

Book of Love (18 and Over)

Metro · Chicago

$28

Sat · Oct 10 · 7:30 PM

Wind Walkers - The "I Don't Belong Here" Tour w/ If Not For Me & True North

Bottom Lounge · Chicago

Sat · Oct 10 · 7:30 PM

Face 2 Face

George Van Dusen Theatre at North Shore Center · Skokie

↻ Recurring

Sat · Oct 10 · 8:00 PM

Rufus Wainwright

Old Town School of Folk Music

Sat · Oct 10 · 8:00 PM

Copeland w. Special Guest Jenny Dee

SPACE · Evanston

$34-$330

Sat · Oct 10 · 8:00 PM

Armand Hammer with Quelle Chris and Open Mike Eagle

Thalia Hall · Chicago

Sat · Oct 10 · 8:00 PM

Failure (18 and Over)

Park West · Chicago

↻ Recurring

Sat · Oct 10 · 8:00 PM

BECK: RIDE LONESOME TOUR

Cahn Auditorium · Evanston

Sat · Oct 10 · 8:00 PM

Mariachi Vargas de Tecalitlán & Mariachi Nuevo Tecalitlan

Rosemont Theatre · Rosemont

Sat · Oct 10 · 8:30 PM

Lily Vakili & Her Band, Mighty Joe Castro and the Gravamen, Tba

Reggies Bananna's Shack · Chicago

Sat · Oct 10 · 9:00 PM

Orange Dog Club, Tba

Reggies Music Joint · Chicago

$27.30

Sat · Oct 10 · 9:00 PM

DEMETRIA TAYLOR

Buddy Guy's Legends

Sat · Oct 10 · 9:30 PM

Alice Smith

Garcia's Chicago · Chicago

$12

Sat · Oct 10 · 9:30 PM

Riplock

Carol's Pub · Chicago

Sat · Oct 10 · 10:00 PM

BUMP. DISCO w/ NAOMI SMALLS

Sleeping Village

Sat · Oct 10 · 10:00 PM

Hamdi (18 and Over with Valid Government ID)

Radius - Chicago · Chicago

Sunday, October 11

Sun · Oct 11 · 11:30 AM

5th ANNUAL HONKY TONKTOBERFEST Hosted by WILD EARP

FitzGerald's · Berwyn

Parks & Outdoors

Free↻ Recurring

Sun · Oct 11 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

↻ Recurring

Sun · Oct 11 · 3:00 PM

The Hoyle Brothers

Martyrs'

Sun · Oct 11 · 3:00 PM

Third Coast Symphony: Rhapsody in Blue & A World Premiere

George Van Dusen Theatre at North Shore Center · Skokie

$18↻ Recurring

Sun · Oct 11 · 5:30 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Sun · Oct 11 · 6:00 PM

TASTE OF CHAOS

Aragon Ballroom · Chicago

↻ Recurring

Sun · Oct 11 · 7:00 PM

Olivia Rodrigo: The Unraveled Tour

United Center · Chicago

Sun · Oct 11 · 7:00 PM

Heavy Temple, Crystal Spiders, Shadow of Jupiter

Reggies Music Joint · Chicago

Sun · Oct 11 · 7:00 PM

Interpol - North America Tour 2026 with DIIV

The Salt Shed Outdoors (Fairgrounds) · Chicago

$40-$148

Sun · Oct 11 · 7:30 PM

EMEI - Night at the Opera Tour with googly eyes

Thalia Hall · Chicago

Sun · Oct 11 · 7:30 PM

EMEI - Night at the Opera Tour

Thalia Hall · Chicago

Sun · Oct 11 · 8:00 PM

Metaphor: ReFantazio Orchestra Concert

Cahn Auditorium · Evanston

Sun · Oct 11 · 8:00 PM

An Evening With Steve Dawson with special guests Jason Adasiewicz, Jason Roebke, Diane Christiansen and Alton Smith

SPACE · Evanston

Sun · Oct 11 · 8:00 PM

Big Fat Head, Heavy Sleeper, Shy Bronco

The Hideout

$16.99

Sun · Oct 11 · 9:00 PM

LUKE PYTEL

Buddy Guy's Legends

$56

Sun · Oct 11 · 10:00 PM

Paul Banks (DJ Set)

Three Top Lounge · Chicago

Monday, October 12

↻ Recurring

Mon · Oct 12 · 6:30 PM

Trivia Night

City Winery Chicago

Mon · Oct 12 · 6:30 PM

INOHA

Metro · Chicago

↻ Recurring

Mon · Oct 12 · 7:00 PM

Olivia Rodrigo: The Unraveled Tour

United Center · Chicago

↻ Recurring

Mon · Oct 12 · 7:00 PM

Trivia Night

Guinness Open Gate Brewery

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Mon · Oct 12 · 7:00 PM

Trivia Night

Pilot Project Brewing - Logan Square

Mon · Oct 12 · 7:30 PM

Indigenous Peoples' Day

Old Town School of Folk Music

↻ Recurring

Mon · Oct 12 · 8:00 PM

Open Mic Night

Riddles Comedy Club

Tuesday, October 13

Tue · Oct 13 · 6:30 PM

SLIFT

Outset · Chicago

$41

Tue · Oct 13 · 7:30 PM

White Denim w. Arc Iris

SPACE · Evanston

Tue · Oct 13 · 8:00 PM

2026 MONSTA X WORLD TOUR [THE X : NEXUS] IN ROSEMONT

Rosemont Theatre · Rosemont

Tue · Oct 13 · 8:00 PM

Jessie Ware: The Superbloom Tour

Aragon Ballroom · Chicago

Tue · Oct 13 · 8:00 PM

FREE TUESDAY w/ Hell Is Real & Degenerate Synapse [presented by Still Austin Whiskey Co.]

Sleeping Village

Tue · Oct 13 · 8:00 PM

Will Varley, Beans On Toast

Reggies Bananna's Shack · Chicago

↻ Recurring

Tue · Oct 13 · 9:00 PM

Open Mic Night

Laugh Factory Chicago

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Tue · Oct 13 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

Music

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Tue · Oct 13 · 10:00 PM

Open Mic Night

Subterranean · Chicago

Wednesday, October 14

Parks & Outdoors

Free↻ Recurring

Wed · Oct 14 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Wed · Oct 14 · 4:00 PM

Martha C. Nussbaum - "The Republic of Love" - Douglas Baird

Seminary Co-op Bookstore

Wed · Oct 14 · 7:30 PM

The Bolero Project

Old Town School of Folk Music

Wed · Oct 14 · 7:30 PM

Michael Franti

Park West · Chicago

Wed · Oct 14 · 8:00 PM

Acid Mothers Temple, Magick Potion, Spiral Galaxy

Reggies Rock Club · Chicago

Wed · Oct 14 · 8:00 PM

Deraps, Reflexicon

Reggies Music Joint · Chicago

Wed · Oct 14 · 8:00 PM

ALVARO DIAZ - OMAKASE TOUR

Riviera Theatre- IL · Chicago

Wed · Oct 14 · 8:00 PM

The Smashing Pumpkins: The Rats In A Cage Tour

United Center · Chicago

Wed · Oct 14 · 8:00 PM

CHRONO TRIGGER Orchestra Concert: Melodies Across Time

Cahn Auditorium · Evanston

Wed · Oct 14 · 8:00 PM

Joshua Burnside

Old Town School of Folk Music

↻ Recurring

Wed · Oct 14 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

$16.99↻ Recurring

Wed · Oct 14 · 9:00 PM

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

Thursday, October 15

Thu · Oct 15 · 12:00 PM

East Asia by the Book! CEAS Author Talks ft. Julia Alekseyeva

Seminary Co-op Bookstore

Parks & Outdoors

Free↻ Recurring

Thu · Oct 15 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

Thu · Oct 15 · 4:00 PM

Stephanie Soileau - "Should the Waters Take Us"

Seminary Co-op Bookstore

$18↻ Recurring

Thu · Oct 15 · 6:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Thu · Oct 15 · 7:00 PM

MAR SOLIS - TU TUTU TOUR 2026

House of Blues Chicago · Chicago

$21-$34

Thu · Oct 15 · 7:30 PM

Laura Veirs w. Karl Blau

SPACE · Evanston

↻ Recurring

Thu · Oct 15 · 7:30 PM

Guerrero Leads Fandangos & Enigma Variations

Symphony Center-IL · Chicago

Thu · Oct 15 · 7:30 PM

Dadi Freyr (18+)

Vic Theatre · Chicago

$42

Thu · Oct 15 · 7:30 PM

Osees ft. Brigid Dawson with Traps PS

Thalia Hall · Chicago

Thu · Oct 15 · 7:30 PM

ROBERT PLANT WITH SAVING GRACE and SUZI DIAN

The Chicago Theatre · Chicago

$26-$119

Thu · Oct 15 · 8:00 PM

Blake Whiten - Something To Say Tour

Joe's on Weed Street · Chicago

Thu · Oct 15 · 8:00 PM

Carbon Leaf

Garcia's Chicago · Chicago

Thu · Oct 15 · 8:00 PM

Camilo

Rosemont Theatre · Rosemont

Thu · Oct 15 · 8:00 PM

Will Dempsey - Carry The Weight Tour with Gavin Hughes

Carol's Pub · Chicago

Thu · Oct 15 · 8:00 PM

V.V. Lightbody Album Release - Night 1!

The Hideout

Thu · Oct 15 · 8:00 PM

Insomniac, Krononaut, the Waterfall King

Reggies Music Joint · Chicago

$24-$190

Thu · Oct 15 · 8:30 PM

JESSE ROPER Returns to FITZGERALDS Nightclub!

FITZGERALDS NIGHTCLUB · Berwyn

Thu · Oct 15 · 9:00 PM

Salin

Sleeping Village

$16.99

Thu · Oct 15 · 9:00 PM

ROCK ATLAS

Buddy Guy's Legends

↻ Recurring

Thu · Oct 15 · 9:00 PM

Subtronics (18 and Over)

Radius - Chicago · Chicago

Friday, October 16

Parks & Outdoors

Free↻ Recurring

Fri · Oct 16 · 1:00 PM

Daily Ranger Guided Tours

Pullman National Historical Park

↻ Recurring

Fri · Oct 16 · 1:30 PM

Guerrero Leads Fandangos & Enigma Variations

Symphony Center-IL · Chicago

Fri · Oct 16 · 4:00 PM

Charlotte de Witte at East End at Navy Pier

Navy Pier · Chicago

Fri · Oct 16 · 4:00 PM

Ruth Bloch Rubin - "Divided Parties, Strong Leaders"

Seminary Co-op Bookstore

$23↻ Recurring

Fri · Oct 16 · 7:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Fri · Oct 16 · 7:00 PM

Fugu Dugu

Old Town School of Folk Music

Fri · Oct 16 · 7:00 PM

Medium Build w/ Bella White

Metro · Chicago

Fri · Oct 16 · 7:00 PM

Capacity X Hidden Ideas: Umru + EQ

Outset · Chicago

Fri · Oct 16 · 7:00 PM

King's X

House of Blues Chicago · Chicago

Fri · Oct 16 · 7:30 PM

*SOLD OUT* Osees ft. Brigid Dawson with Traps PS

Thalia Hall · Chicago

Fri · Oct 16 · 7:30 PM

Summer Walker

Credit Union 1 Arena at UIC · Chicago

Parks & Outdoors

Free↻ Recurring

Fri · Oct 16 · 7:30 PM

Music Heritage Series Concert

Indiana Dunes National Park

$33-$88

Fri · Oct 16 · 8:00 PM

Willow Avalon - Pink Pocket Pistol Tour

Joe's Live Rosemont · Rosemont

$35

Fri · Oct 16 · 8:00 PM

HEY, NOTHING – THE HOUND TOUR

Bottom Lounge · Chicago

Fri · Oct 16 · 8:00 PM

Scathing Torment, Snugglebunzzz, Convulsis, Dead and Buried

Reggies Music Joint · Chicago

$39-$52↻ Recurring

Fri · Oct 16 · 8:00 PM

Duane Betts & Palmetto Motel

SPACE · Evanston

Fri · Oct 16 · 8:00 PM

Grateful String Band

Garcia's Chicago · Chicago

Fri · Oct 16 · 8:00 PM

V.V. Lightbody Album Release - Night 2!

The Hideout

Fri · Oct 16 · 8:00 PM

TINASHE - ONE NIGHT WITH A POPSTAR

The Salt Shed Indoors (Shed) · Chicago

Fri · Oct 16 · 8:00 PM

Branford Marsalis & Dianne Reeves Celebrate John Coltrane

Symphony Center-IL · Chicago