Things to Do in Chicago — Concerts, Comedy, Theater & More

Saturday, September 19

Sat · Sep 19 · 8:30 PM

Sunday, September 20

Sun · Sep 20 · 11:00 AM

Riot Fest 2026 - Sunday

Douglass Park · Chicago

↻ Recurring

Sun · Sep 20 · 3:00 PM

The Hoyle Brothers

Martyrs'

Sun · Sep 20 · 4:00 PM

Nick Warren - Ages 21+

Castaways · Chicago

Sun · Sep 20 · 5:00 PM

75th anniversary Chicago: City on the Make

The Hideout

Sun · Sep 20 · 5:30 PM

Kate Kortum - Debut!

Winter's Jazz Club

$18

Sun · Sep 20 · 5:30 PM

Mike Wheeler Blues Band/Omar Coleman Blues Band

Kingston Mines - Chicago Blues Center · Chicago

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Sun · Sep 20 · 6:30 PM

No Bother

Martyrs'

$24-$56

Sun · Sep 20 · 7:00 PM

BROWN HORSE plays FITZGERALDS SIDEBAR with special guest POOLISH

FITZGERALDS SIDEBAR · Berwyn

Sun · Sep 20 · 7:00 PM

She & Him

Riviera Theatre- IL · Chicago

↻ Recurring

Sun · Sep 20 · 7:00 PM

Role Model Presents: Chuck On Tour

The Salt Shed Outdoors (Fairgrounds) · Chicago

Sun · Sep 20 · 7:00 PM

Alejandro Escovedo

Old Town School of Folk Music

Sun · Sep 20 · 7:00 PM

Xscape: Symphony of Love with Live Orchestra

The Chicago Theatre · Chicago

$21-$34

Sun · Sep 20 · 7:00 PM

Candi Jenkins w. Sparkle Carcass

SPACE · Evanston

Sun · Sep 20 · 7:00 PM

BIG BAND & BBQ: Chicago Skyliner's w/ Bill O'Connell

FITZGERALDS NIGHTCLUB · Berwyn

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Sun · Sep 20 · 7:00 PM

The Infinite Wrench

The Neo-Futurists

Sun · Sep 20 · 7:15 PM

Rami Abushhab: Special Taping

The Den Theatre

Sun · Sep 20 · 7:30 PM

Shoshana Bean

Thalia Hall · Chicago

Sun · Sep 20 · 8:00 PM

Gable Price And Friends

Beat Kitchen · Chicago

Sun · Sep 20 · 8:00 PM

Pleiades Series: 'Flagellent Songs' Film Screening, Gabi Vanek w/ Tina LeFauve + iph

Elastic Arts

Sun · Sep 20 · 8:00 PM

Kany Garcia: Puerta Abierta Tour

Cahn Auditorium · Evanston

Sun · Sep 20 · 8:00 PM

Sunday Night Live Ft. 5onny W/ Lil Keisha

Reggies Bananna's Shack · Chicago

Sun · Sep 20 · 8:30 PM

Luke Callen, Austin Cash & Nathan Smerage, Ultra Violet Archer

The Hideout

Sun · Sep 20 · 8:30 PM

Frequency Series Presents: Formosa Quartet

Constellation

Sun · Sep 20 · 9:00 PM

Slug Nudger, Niã±O Chiflo, Tã¿Re Fã¿Re

Reggies Music Joint · Chicago

$16.99

Sun · Sep 20 · 9:00 PM

WILLIE BUCK

Buddy Guy's Legends

20↻ Recurring

Sun · Sep 20

1st Set With Andy Brown Quartet

Andy's Jazz Club

20↻ Recurring

Sun · Sep 20

Late Night Concert Series w/Sunday Soul

Andy's Jazz Club

20↻ Recurring

Sun · Sep 20

2nd Set With Andy Brown Quartet

Andy's Jazz Club

Monday, September 21

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Mon · Sep 21 · 12:00 AM

Writing & Performing

The Neo-Futurists

↻ Recurring

Mon · Sep 21 · 6:30 PM

Trivia Night

City Winery Chicago

Mon · Sep 21 · 7:15 PM

Broadway Barbara Live!

The Den Theatre

Mon · Sep 21 · 7:30 PM

SOLD OUT Bella Kay: The Reckless Tour with Hailey Picardi

Thalia Hall · Chicago

Mon · Sep 21 · 8:00 PM

Kaya, Panic Priest

Reggies Rock Club · Chicago

Mon · Sep 21 · 8:00 PM

Industry Night w/ Lawn Brutic

Sleeping Village

Mon · Sep 21 · 8:00 PM

Spencer Thomas with Tyler Stock

Tack Room · Chicago

Mon · Sep 21 · 8:00 PM

Powers Rolin Duo

The Hideout

↻ Recurring

Mon · Sep 21 · 8:00 PM

Open Mic Night

Riddles Comedy Club

20

Mon · Sep 21

2nd Set With The Tom Garling Jazz Orchestra

Andy's Jazz Club

Mon · Sep 21

Al Jarreau Tribute feat. Vocalist Bruce Henry

Jazz Showcase

20

Mon · Sep 21

1st Set With The Tom Garling Jazz Orchestra

Andy's Jazz Club

Tuesday, September 22

Tue · Sep 22 · 6:00 PM

Ryan Beatty - Arms Over Armor North American Tour '26

House of Blues Chicago · Chicago

Tue · Sep 22 · 6:30 PM

Lectures on Tap - Dating Apps, Endless Choice, and Why Modern Love is Hard

The Den Theatre

Tue · Sep 22 · 6:30 PM

All Time Low

The Salt Shed Outdoors (Fairgrounds) · Chicago

Tue · Sep 22 · 7:00 PM

wave to earth - the pieces tour

Aragon Ballroom · Chicago

Tue · Sep 22 · 7:00 PM

WEEZER: The Gathering

United Center · Chicago

Tue · Sep 22 · 7:00 PM

Logic & G-Eazy: The Endless Summer Tour Part II

Huntington Bank Pavilion at Northerly Island · Chicago

Tue · Sep 22 · 7:15 PM

Iron Maiden: Run For Your Lives World Tour 2026

Credit Union 1 Amphitheatre · Tinley Park

Tue · Sep 22 · 7:30 PM

Igorrr - Ages 18+

Vic Theatre · Chicago

Tue · Sep 22 · 8:00 PM

Elephant Stone w/ Diagonal

Sleeping Village

Tue · Sep 22 · 8:00 PM

John Pizzarelli

Old Town School of Folk Music

Tue · Sep 22 · 8:00 PM

Jason Ricci & The Bad Kind

SPACE · Evanston

Tue · Sep 22 · 8:00 PM

Sleeping Village Presents: Truck Violence at NOT NOT

Sleeping Village

Tue · Sep 22 · 8:00 PM

Thundersmack

Garcia's Chicago · Chicago

Tue · Sep 22 · 8:30 PM

Dead Pink Radio

Reggies Music Joint · Chicago

$16.99↻ Recurring

Tue · Sep 22 · 9:00 PM

CHRIS O’LEARY

Buddy Guy's Legends

↻ Recurring

Tue · Sep 22 · 9:00 PM

Open Mic Night

Cubby Bear · Chicago

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Tue · Sep 22 · 9:00 PM

Open Mic Night

Laugh Factory Chicago

↻ Recurring

Tue · Sep 22 · 10:00 PM

Open Mic Night

Subterranean · Chicago

20↻ Recurring

Tue · Sep 22

2nd Set With Tenor Time

Andy's Jazz Club

Tue · Sep 22

Jeremiah Hunt Quintet

Jazz Showcase

20↻ Recurring

Tue · Sep 22

1st Set With Tenor Time

Andy's Jazz Club

Wednesday, September 23

Wed · Sep 23 · 5:30 PM

Bobby Lewis Quintet - 90th Birthday Tour!

Winter's Jazz Club

Wed · Sep 23 · 6:00 PM

Staind: Break The Cycle 25th Anniversary Tour

Credit Union 1 Amphitheatre · Tinley Park

$96

Wed · Sep 23 · 6:15 PM

JEFF TWEEDY w/ special guest Max Subar at FITZGERALDS OUTDOORS

FITZGERALDS PATIO · Berwyn

Wed · Sep 23 · 6:30 PM

STRFKR

Outset · Chicago

Wed · Sep 23 · 7:00 PM

Buffalo Traffic Jam - Pictures of You Tour

House of Blues Chicago · Chicago

Wed · Sep 23 · 7:15 PM

Dana Goldberg: Outrageous

The Den Theatre

Wed · Sep 23 · 7:30 PM

Gadan

Old Town School of Folk Music

Wed · Sep 23 · 7:30 PM

A Winged Victory for the Sullen

Vic Theatre · Chicago

$32-$136

Wed · Sep 23 · 7:30 PM

LØLØ - God Forbid a Girl Goes on Tour

Bottom Lounge · Chicago

Wed · Sep 23 · 7:30 PM

Jacob Collier

Martin Theatre · Highland Park

Wed · Sep 23 · 7:30 PM

Knorrwood

North Theatre at North Shore Center for the Performing Arts · Skokie

Wed · Sep 23 · 8:00 PM

Volcandra, Graveripper, Beyond Deth

Reggies Music Joint · Chicago

↻ Recurring

Wed · Sep 23 · 8:00 PM

SOLD OUT - Son Volt

SPACE · Evanston

20

Wed · Sep 23 · 8:00 PM

John Coltrane's 100th Birthday with, Pat Mallinger Quartet

Martyrs'

$34-$492

Wed · Sep 23 · 8:00 PM

CANCELLED josh conway: the plum tour with special guest HOMESHAKE (solo)

Thalia Hall · Chicago

Wed · Sep 23 · 8:00 PM

YHWH Nailgun

Reggies Rock Club · Chicago

Wed · Sep 23 · 8:00 PM

Charlie Hunter Trio

Garcia's Chicago · Chicago

↻ Recurring

Wed · Sep 23 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

Wed · Sep 23 · 8:30 PM

Grayna Augucik Chicago Quintet: On The Way

Constellation

Wed · Sep 23 · 9:00 PM

Bath Drawers Record Release with Spread Joy & Wulf Pac

The Hideout

$16.99↻ Recurring

Wed · Sep 23 · 9:00 PM

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

10↻ Recurring

Wed · Sep 23

Late Night Concert Series w/Ben Paterson

Andy's Jazz Club

Things to do in Chicago, IL

Saturday, September 19

Hana Stretton w/ Austin Cash

Experiments

The Bros. Landreth: Tumbling Wild Tour 2026 w/ special guest Madeleine Roger

Riley Brothers Band

Rigometrics, Lee Cleaveland & the Lefthand Band

KEESHEA PRATT

Raviv

LSR/CITY X by Gareth Emery (18 and Over with Valid Government ID)

Riot Fest Late Night: Mom Jeans

The Infinite Wrench

Alkaline Trio (18+)

Riot Fest Late Night: Casa Gogol Records Party

Me the Body W/ Whispers

2nd Set With Shea Givens

1st Set With Shea Givens

Chi Dance Sisters

Late Night Concert Series w/Isaiah Spencer

Sunday, September 20

Riot Fest 2026 - Sunday

The Hoyle Brothers

Nick Warren - Ages 21+

75th anniversary Chicago: City on the Make

Kate Kortum - Debut!

Mike Wheeler Blues Band/Omar Coleman Blues Band

No Bother

BROWN HORSE plays FITZGERALDS SIDEBAR with special guest POOLISH

She & Him

Role Model Presents: Chuck On Tour

Alejandro Escovedo

Xscape: Symphony of Love with Live Orchestra

Candi Jenkins w. Sparkle Carcass

BIG BAND & BBQ: Chicago Skyliner's w/ Bill O'Connell

The Infinite Wrench

Rami Abushhab: Special Taping

Shoshana Bean

Gable Price And Friends

Pleiades Series: 'Flagellent Songs' Film Screening, Gabi Vanek w/ Tina LeFauve + iph

Kany Garcia: Puerta Abierta Tour

Sunday Night Live Ft. 5onny W/ Lil Keisha

Luke Callen, Austin Cash & Nathan Smerage, Ultra Violet Archer

Frequency Series Presents: Formosa Quartet

Slug Nudger, Niã±O Chiflo, Tã¿Re Fã¿Re

WILLIE BUCK

1st Set With Andy Brown Quartet

Late Night Concert Series w/Sunday Soul

2nd Set With Andy Brown Quartet

Monday, September 21

Writing & Performing

Trivia Night

Broadway Barbara Live!

*SOLD OUT* Bella Kay: The Reckless Tour with Hailey Picardi

Kaya, Panic Priest

Industry Night w/ Lawn Brutic

Spencer Thomas with Tyler Stock

Powers Rolin Duo

Open Mic Night

2nd Set With The Tom Garling Jazz Orchestra

Al Jarreau Tribute feat. Vocalist Bruce Henry

1st Set With The Tom Garling Jazz Orchestra

Tuesday, September 22

Ryan Beatty - Arms Over Armor North American Tour '26

Lectures on Tap - Dating Apps, Endless Choice, and Why Modern Love is Hard

All Time Low

wave to earth - the pieces tour

WEEZER: The Gathering

Logic & G-Eazy: The Endless Summer Tour Part II

Iron Maiden: Run For Your Lives World Tour 2026

Igorrr - Ages 18+

Elephant Stone w/ Diagonal

John Pizzarelli

Jason Ricci & The Bad Kind

Sleeping Village Presents: Truck Violence at NOT NOT

Thundersmack

Dead Pink Radio

CHRIS O’LEARY

Open Mic Night

Open Mic Night

Open Mic Night

SOLD OUT Bella Kay: The Reckless Tour with Hailey Picardi

CANCELLED josh conway: the plum tour with special guest HOMESHAKE (solo)