Things to do in Chicago, IL

1,624 events · Music, Comedy, Theater, Food & Drink

Friday, October 16

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

15

Fri · Oct 16 · 8:30 PM

Todd Snider Get Together

Martyrs'

$35-$252

Fri · Oct 16 · 8:30 PM

Friday Night in the Club w/ FUNKHOUSE!

FITZGERALDS NIGHTCLUB · Berwyn

$28

Fri · Oct 16 · 9:00 PM

DISTANT MATTER - ‘VIVID NOSTALGIA - PHASE II’

Three Top Lounge · Chicago

Fri · Oct 16 · 9:00 PM

Metro Presents… RES – How i Do 25th Anniversary ** DJ set by Quinnette

Sleeping Village

Fri · Oct 16 · 9:00 PM

Indiscipline

Reggies Bananna's Shack · Chicago

$27.30

Fri · Oct 16 · 9:00 PM

MAHINDRA BLUES FEST – JENI GROUWS

Buddy Guy's Legends

↻ Recurring

Fri · Oct 16 · 9:00 PM

Subtronics (18 and Over)

Radius - Chicago · Chicago

$9

Fri · Oct 16 · 9:30 PM

SunFallen

Carol's Pub · Chicago

Fri · Oct 16

Jonathan Hannau and Richard Brasseale with Momo and Alvin

Uncommon Ground

Saturday, October 17

Sat · Oct 17 · 12:00 PM

FUNK BRUNCH in the CLUB w/ Greg Jacks & Brother Help

FITZGERALDS NIGHTCLUB · Berwyn

Sat · Oct 17 · 2:00 PM

Anastasia Klimchynskaya - "From the Earth to the Moon: Annotated for the Spacefaring Age" - Jordan Bimm & Katherine Buse

Seminary Co-op Bookstore

Sat · Oct 17 · 4:00 PM

Josh Joplin - Matinee

The Hideout

Sat · Oct 17 · 4:00 PM

deadmau5 at Navy Pier Open Air

Navy Pier · Chicago

Sat · Oct 17 · 6:30 PM

Kidd G: The Forever Bender Tour

Outset · Chicago

Sat · Oct 17 · 6:30 PM

Knox

House of Blues Chicago · Chicago

Sat · Oct 17 · 7:00 PM

Jesse Welles - Presented by XRT

The Salt Shed Indoors (Shed) · Chicago

$23↻ Recurring

Sat · Oct 17 · 7:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Sat · Oct 17 · 7:00 PM

Catch Your Breath w/ TX2

Vic Theatre · Chicago

↻ Recurring

Sat · Oct 17 · 7:30 PM

Guerrero Leads Fandangos & Enigma Variations

Symphony Center-IL · Chicago

Sat · Oct 17 · 7:30 PM

Sons of Chicago: The Rolling Stones & Rocking Blues

Beverly Arts Center

$40-$100

Sat · Oct 17 · 7:30 PM

PRAYERS No Tengo Calma Tour 2026 featuring DEVORA and CHRIZ AMAYA

Bottom Lounge · Chicago

Sat · Oct 17 · 7:30 PM

Suki Waterhouse: The Loveland Tour

Aragon Ballroom · Chicago

Sat · Oct 17 · 7:30 PM

Toad the Wet Sprocket

George Van Dusen Theatre at North Shore Center · Skokie

Sat · Oct 17 · 8:00 PM

Oz Noy Trio Ft. Dave Weckl and Brian Charette

Reggies Bananna's Shack · Chicago

Sat · Oct 17 · 8:00 PM

Oso Oso, Leisure Hour, Bad Luck.

Reggies Rock Club · Chicago

Sat · Oct 17 · 8:00 PM

Grupo Duelo - GRAVEDAD TOUR 2026

Rosemont Theatre · Rosemont

Sat · Oct 17 · 8:00 PM

The Dread Crew of Oddwood, Mikey Classic and His Demons, Tba

Reggies Music Joint · Chicago

Sat · Oct 17 · 8:00 PM

True Loves

Garcia's Chicago · Chicago

$39-$52↻ Recurring

Sat · Oct 17 · 8:00 PM

Duane Betts & Palmetto Motel

SPACE · Evanston

Sat · Oct 17 · 8:30 PM

Heart of Chicago Soul Club

The Hideout

$46-$282

Sat · Oct 17 · 8:30 PM

ROGER CLYNE & The Peacemakers Return to FITZGERALDS

FITZGERALDS NIGHTCLUB · Berwyn

$27.30

Sat · Oct 17 · 9:00 PM

MAHINDRA BLUES FEST – NEW ORLEANS BEAU

Buddy Guy's Legends

Sat · Oct 17 · 9:00 PM

BLOODRAVE

Sleeping Village

↻ Recurring

Sat · Oct 17 · 9:00 PM

Subtronics (18 and Over)

Radius - Chicago · Chicago

$12

Sat · Oct 17 · 9:30 PM

The Riley Brothers

Carol's Pub · Chicago

Sat · Oct 17

Frank Viele and Joe Gorka

Uncommon Ground

Sunday, October 18

$10

Sun · Oct 18 · 10:15 AM

Halloween Family Fun in the Club w/ TUNES WITH TIM

FITZGERALDS NIGHTCLUB · Berwyn

Sun · Oct 18 · 11:00 AM

Little Miss Ann And Friends Halloween Concert!

SPACE · Evanston

↻ Recurring

Sun · Oct 18 · 12:30 PM

World Famous Gospel Brunch at House of Blues (CHI)

House of Blues Chicago · Chicago

$60

Sun · Oct 18 · 1:00 PM

Club Romo Presents George Lamond, TKA, and The Jets!

Joe's Live Rosemont · Rosemont

↻ Recurring

Sun · Oct 18 · 3:00 PM

The Hoyle Brothers

Martyrs'

Sun · Oct 18 · 3:00 PM

Thibaudet, Batiashvili & Capu??on

Symphony Center-IL · Chicago

$18↻ Recurring

Sun · Oct 18 · 5:30 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

Sun · Oct 18 · 6:00 PM

MOVEMENTS - HAPPIER NOW USA TOUR

The Salt Shed Indoors (Shed) · Chicago

Sun · Oct 18 · 6:00 PM

TWISTED SISTER Featuring Sebastian Bach on Lead Vocals

Hard Rock Live Northern Indiana · Gary

↻ Recurring

Sun · Oct 18 · 6:30 PM

No Bother

Martyrs'

Sun · Oct 18 · 7:00 PM

French Police (18 and Over)

Ramova Theatre · Chicago

Sun · Oct 18 · 7:00 PM

Jon Lampley

Garcia's Chicago · Chicago

Sun · Oct 18 · 7:00 PM

Frank Bang and the Secret Stash, Millie Grace Band

Reggies Bananna's Shack · Chicago

$30-$43

Sun · Oct 18 · 7:30 PM

May Erlewine and Packy Lundholm

SPACE · Evanston

Sun · Oct 18 · 8:00 PM

JOHN SCOFIELD’S “ELECTROSPECTIVE” featuring OTEIL BURBRIDGE, LARRY GOLDINGS & ADAM DEITCH

Thalia Hall · Chicago

Sun · Oct 18 · 8:00 PM

Olivia and the Lovers, Stefan Weiner, Devil Said Jump

The Hideout

$32

Sun · Oct 18 · 8:00 PM

Chinese Football

Bottom Lounge · Chicago

$16.99

Sun · Oct 18 · 9:00 PM

ELEVATION BAND – LITTLE WALTER FOUNDATION

Buddy Guy's Legends

↻ Recurring

Sun · Oct 18 · 9:00 PM

Subtronics (18 and Over)

Radius - Chicago · Chicago

Monday, October 19

↻ Recurring

Mon · Oct 19 · 6:30 PM

Trivia Night

City Winery Chicago

Mon · Oct 19 · 7:00 PM

Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour

United Center · Chicago

↻ Recurring

Mon · Oct 19 · 7:00 PM

Trivia Night

Guinness Open Gate Brewery

↻ Recurring

Mon · Oct 19 · 7:00 PM

Trivia Night

Pilot Project Brewing - Logan Square

Mon · Oct 19 · 7:30 PM

Albert Cummings

SPACE · Evanston

Mon · Oct 19 · 8:00 PM

Eggy: The Final Tour (of 2026) - A Special Acoustic Performance

Garcia's Chicago · Chicago

↻ Recurring

Mon · Oct 19 · 8:00 PM

Open Mic Night

Riddles Comedy Club

Mon · Oct 19 · 8:00 PM

Episodic Memory, Prisoner, Binary Star, Viz Chambers

Reggies Music Joint · Chicago

Mon · Oct 19

Charles Rick Heath

Jazz Showcase

Tuesday, October 20

↻ Recurring

Tue · Oct 20 · 7:00 PM

The Black Keys: PEACHES 'N KREAM

The Salt Shed Indoors (Shed) · Chicago

Tue · Oct 20 · 7:30 PM

An Evening With Richard Shindell - All Acoustic

SPACE · Evanston

Tue · Oct 20 · 8:00 PM

LowDown Brass Band & Fonville x Fribush

Garcia's Chicago · Chicago

↻ Recurring

Tue · Oct 20 · 9:00 PM

Open Mic Night

Laugh Factory Chicago

↻ Recurring

Tue · Oct 20 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

Music

↻ Recurring

Tue · Oct 20 · 10:00 PM

Open Mic Night

Subterranean · Chicago

↻ Recurring

Tue · Oct 20

Petra's Recession Seven

Jazz Showcase

Wednesday, October 21

Wed · Oct 21 · 4:00 PM

Russell P. Johnson - "Beyond Civility in Social Conflict" - Marvin Wickware

Seminary Co-op Bookstore

Wed · Oct 21 · 6:00 PM

The Army, The Navy

Chop Shop · Chicago

↻ Recurring

Wed · Oct 21 · 7:00 PM

The Black Keys: PEACHES 'N KREAM

The Salt Shed Indoors (Shed) · Chicago

Wed · Oct 21 · 7:00 PM

Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour

Allstate Arena · Rosemont

Wed · Oct 21 · 7:30 PM

DJ Shadow (18+)

Vic Theatre · Chicago

Wed · Oct 21 · 7:30 PM

Furious Desire

Old Town School of Folk Music

Wed · Oct 21 · 7:30 PM

Beat

Copernicus Center · Chicago

$21-$34

Wed · Oct 21 · 7:30 PM

The Lowest Pair w. The Spine Stealers

SPACE · Evanston

$30-$221

Wed · Oct 21 · 8:00 PM

JEFFREY FOCAULT @ FITZGERALDS HISTORIC NIGHTCLUB

FITZGERALDS NIGHTCLUB · Berwyn

Wed · Oct 21 · 8:00 PM

Herakleion, Wraith, Morbidity

Reggies Music Joint · Chicago

↻ Recurring

Wed · Oct 21 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

Wed · Oct 21 · 8:00 PM

Pain of Truth, 100 Demons, Shattered Realm, Killing Pace

Bottom Lounge · Chicago

Wed · Oct 21 · 8:00 PM

2026-27 TAEMIN WORLD TOUR <LiMiNaL> in Chicago

Wintrust Arena · Chicago

$16.99↻ Recurring

Wed · Oct 21 · 9:00 PM

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

Wed · Oct 21 · 9:00 PM

Eleventh Dream Day

The Hideout

↻ Recurring

Wed · Oct 21

Christian Dillingham Quartet

Jazz Showcase

Wed · Oct 21

Fox and Bones with Haley Johnsen

Uncommon Ground

Thursday, October 22

$18↻ Recurring

Thu · Oct 22 · 6:00 PM

TBD/TBD

Kingston Mines - Chicago Blues Center · Chicago

$24-$190

Thu · Oct 22 · 7:00 PM

SCOTT LIGON'S ALL STAR FREAKOUT w/ special guests CHRIS LIGON & The Problems and RAMI & The Reliables

FITZGERALDS NIGHTCLUB · Berwyn

Thu · Oct 22 · 7:30 PM

Jonas Brothers: The Burning Up Tour All Over Again

Allstate Arena · Rosemont

Thu · Oct 22 · 7:30 PM

Maher Zain - USA Tour 2026

Cahn Auditorium · Evanston

Thu · Oct 22 · 7:30 PM

Buena Vista Orchestra

Vic Theatre · Chicago

Thu · Oct 22 · 7:30 PM

Whitney w/ Greg Mendez

Metro · Chicago