Events in Chicago , Illinois

Black Girl From a White Suburb

American Blues Theater · Chicago

Sun, Oct 4 · 3:00 PM

Sports

FashionBar THE SHOWS: Evening Wear Collections & Closing Show

Water Tower Place, Level 3 · Chicago · From $25.85

Sun, Oct 4 · 3:00 PM

You Cant Fake the Funk: A Journey Through Funk

Black Ensemble Theater · Chicago · See Ticketmaster

Sun, Oct 4 · 3:00 PM

Eureka Day

Citadel Theatre Lake Forest · Chicago

Sun, Oct 4

Shane

city lit theater · Chicago

Sun, Oct 4

Topdog/Underdog

Steppenwolf Downstairs Theater · Chicago

Sun, Oct 4

Mäkelä Conducts Mahler 9

Orchestra Hall, Symphony Center · Chicago

Sun, Oct 4

Idle Muse Theatre Company Presents “Witch”

The Edge Off Broadway Theatre · Chicago

Sun, Oct 4

Community

FashionBar THE SHOWS: October 2026 – Evening Wear Collections & Closing Show

Water Tower Place (Level 3 Next to JJill and White House Black Market) · Chicago

Sun, Oct 4

Family

Parachute Play

Harold Washington Library · Chicago

$Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”$

Sun, Oct 4

Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”

The Den Theatre · Chicago

Sun, Oct 4 · 3:00 PM

Free Concert

Jefferson Park Field House · Chicago

Sun, Oct 4

Vladimir

Theater Wit · Chicago

Sun, Oct 4

Nightlife

Choom-N-Char Iii: Three's Choompany

Central Park Bar · Chicago

Sun, Oct 4

Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle”

Redtwist Theatre · Chicago

Sun, Oct 4

Art

Walking Tour | Mary Bartelme Park and Beyond in the West Loop

Corner of Adams and Peoria Streets · Chicago

Sun, Oct 4 · 4:00 PM

R&B Sunday's

BAR22 · Chicago · From $0

Sun, Oct 4

I am the Wind

Theatre Y · Chicago

Sun, Oct 4

Living Room Sessions

aliveOne · Chicago

Sun, Oct 4

HighQ

The Lincoln Lodge · Chicago

Sun, Oct 4

Art

Cutting and Pasting a World: The Paper Craft of Henry Darger

Intuit Art Museum · Chicago

Sun, Oct 4 · 6:00 PM

Sunday October 4: Kevin Williams

The Comedy Bar - Chicago Main Stage · Chicago · From $39.87

Sun, Oct 4

Marquee: Musical Improv

The iO Theater · Chicago

Sun, Oct 4 · 6:00 PM

Community

Chicago Speed Dating | Ages 32-44 | Fancy a Go?

Recess · Chicago · From $36.22

Sun, Oct 4 · 6:30 PM

The Revivalists with Robert Randolph presented by Jack Daniel's

The Salt Shed · Chicago

Sun, Oct 4

Jekyll& Hyde

Broadway Playhouse at Water Tower Place · Chicago

Sun, Oct 4 · 7:00 PM

Ben Harper & The Innocent Criminals

Garcia's Chicago · Chicago

Sun, Oct 4

Pandemonium, Please Hold

The Second City · Chicago

Sun, Oct 4

Reality Detox: The Improv Experience

The Second City · Chicago

Sun, Oct 4 · 7:00 PM

AJJ, Greet Death

Bottom Lounge · Chicago

Sun, Oct 4 · 7:00 PM

Sunday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago · Chicago · From $21.41

Sun, Oct 4 · 7:00 PM

The Ultimate Beyoncé Experience

The Newport Theater · Chicago · From $12.51

Sun, Oct 4

Legs Will Be Broken: A Play, Improvised

Judy's Beat Lounge at the Second City Training Center · Chicago

Sun, Oct 4

Demola – The Violinist

Park West · Chicago

Sun, Oct 4 · 7:30 PM

Skyler Higley

The Lincoln Lodge · Chicago · $18.48

Sun, Oct 4

Vape! The Grease Parody

Apollo Theater · Chicago

Sun, Oct 4

Harold Night

The iO Theater · Chicago

Sun, Oct 4 · 7:30 PM

Trivia & Games

Pop Quiz Hot Shot

The Lincoln Lodge · Chicago · $27.46

Sun, Oct 4

Watch What Crappens – Chicago, IL – In The Mix Tour

The Vic · Chicago

Sun, Oct 4

Hazlett – 2026 Tour

House of Blues Chicago · Chicago

Sun, Oct 4 · 8:00 PM

Brand New

Aragon Ballroom · Chicago

Sun, Oct 4 · 8:00 PM

Ludovico Einaudi

Symphony Center-IL · Chicago

Sun, Oct 4 · 8:00 PM

Ian McConnell

Beat Kitchen · Chicago

Sun, Oct 4 · 8:00 PM

Sunday October 4: Justin Whitehead

The Comedy Bar - Chicago Main Stage · Chicago · From $39.87

Sun, Oct 4 · 8:00 PM

Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl

Reggies Music Joint · Chicago

Sun, Oct 4 · 8:00 PM

Chris Housman - The Hell Out Of Dodge Tour

Carol's Pub · Chicago

Sun, Oct 4

Deep Schwa

The iO Theater · Chicago

Sun, Oct 4 · 8:00 PM

Hammered Herstory: Chicago's Funniest Drunk Comedy Storytelling

The Lincoln Lodge · Chicago · $18.48

Sun, Oct 4 · 8:00 PM

Andy Stott / Carrier

Empty Bottle · Chicago

Sun, Oct 4

The Chicks – Taking The Long Way 20th Anniversary Tour

Auditorium Theatre - IL · Chicago

Sun, Oct 4 · 8:30 PM

The Chicks - Taking the Long Way

The Auditorium · Chicago

Sun, Oct 4

Crushes Comedy Show

aliveOne · Chicago

Sun, Oct 4

Frequency Series Presents: ~Nois Quartet - Curiosity X

Constellation · Chicago

Sun, Oct 4

Dave Weld

Buddy Guy's Legends · Chicago

Sun, Oct 4

Queen!

Smart Bar · Chicago

Sun, Oct 4

Omni Direct with DJ Mukqs

The Owl · Chicago

Sun, Oct 4

Surfin' Bird - Live

Skylark · Chicago

Sun, Oct 4

The 11pm Show

The iO Theater · Chicago

Sun, Oct 4

Community

Sundays and Mondays - Open for Special Events Only

Rosa's Lounge · Chicago

Mon, Oct 5

Art

Portrait Painting with Susan Lyon (Guest Scott Burdick)

The Palette & Chisel Academy of Fine Arts · Chicago

Black Girl From a White Suburb

American Blues Theater

Chicago, IL

Black Girl From a White Suburb

American Blues Theater

Chicago, IL

Sun, Oct 4 · 3:00 PMFrom $25.85Sports

FashionBar THE SHOWS: Evening Wear Collections & Closing Show

Water Tower Place, Level 3

Chicago, IL

Sun, Oct 4 · 3:00 PMFrom $25.85Sports

FashionBar THE SHOWS: Evening Wear Collections & Closing Show

Water Tower Place, Level 3

Chicago, IL

You Cant Fake the Funk: A Journey Through Funk

Sun, Oct 4 · 3:00 PMSee TicketmasterTheater

You Cant Fake the Funk: A Journey Through Funk

Black Ensemble Theater

Chicago, IL

Sun, Oct 4 · 3:00 PMSee TicketmasterTheater

You Cant Fake the Funk: A Journey Through Funk

Black Ensemble Theater

Chicago, IL

Sun, Oct 4 · 3:00 PMTheater

Eureka Day

Citadel Theatre Lake Forest

Chicago, IL

Sun, Oct 4 · 3:00 PMTheater

Eureka Day

Citadel Theatre Lake Forest

Chicago, IL

Shane

city lit theater

Chicago, IL

Shane

city lit theater

Chicago, IL

Topdog/Underdog

Steppenwolf Downstairs Theater

Chicago, IL

Topdog/Underdog

Steppenwolf Downstairs Theater

Chicago, IL

Mäkelä Conducts Mahler 9

Orchestra Hall, Symphony Center

Chicago, IL

Mäkelä Conducts Mahler 9

Orchestra Hall, Symphony Center

Chicago, IL

Idle Muse Theatre Company Presents “Witch”

Idle Muse Theatre Company Presents “Witch”

The Edge Off Broadway Theatre

Chicago, IL

Idle Muse Theatre Company Presents “Witch”

Idle Muse Theatre Company Presents “Witch”

The Edge Off Broadway Theatre

Chicago, IL

FashionBar THE SHOWS: October 2026 – Evening Wear Collections & Closing Show

Water Tower Place (Level 3 Next to JJill and White House Black Market)

Chicago, IL

FashionBar THE SHOWS: October 2026 – Evening Wear Collections & Closing Show

Water Tower Place (Level 3 Next to JJill and White House Black Market)

Chicago, IL

Sun, Oct 4Family

Parachute Play

Harold Washington Library

Chicago, IL

Sun, Oct 4Family

Parachute Play

Harold Washington Library

Chicago, IL

$Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”$

Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”

The Den Theatre

Chicago, IL

$Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”$

Refracted Theatre Company Presents “I'm Gonna Marry You Tobey Maguire”

The Den Theatre

Chicago, IL

Sun, Oct 4 · 3:00 PMMusic

Free Concert

Jefferson Park Field House

Chicago, IL

Sun, Oct 4 · 3:00 PMMusic

Free Concert

Jefferson Park Field House

Chicago, IL

Vladimir

Theater Wit

Chicago, IL

Vladimir

Theater Wit

Chicago, IL

Choom-N-Char Iii: Three's Choompany

Sun, Oct 4Nightlife

Choom-N-Char Iii: Three's Choompany

Central Park Bar

Chicago, IL

Choom-N-Char Iii: Three's Choompany

Sun, Oct 4Nightlife

Choom-N-Char Iii: Three's Choompany

Central Park Bar

Chicago, IL

Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle”

Redtwist Theatre

Chicago, IL

Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle”

Redtwist Theatre

Chicago, IL

Walking Tour | Mary Bartelme Park and Beyond in the West Loop

Corner of Adams and Peoria Streets

Chicago, IL

Walking Tour | Mary Bartelme Park and Beyond in the West Loop

Corner of Adams and Peoria Streets

Chicago, IL

Sun, Oct 4 · 4:00 PMFrom $0Music

R&B Sunday's

BAR22

Chicago, IL

Sun, Oct 4 · 4:00 PMFrom $0Music

R&B Sunday's

BAR22

Chicago, IL

I am the Wind

I am the Wind

Theatre Y

Chicago, IL

I am the Wind

I am the Wind

Theatre Y

Chicago, IL

Living Room Sessions

Living Room Sessions

aliveOne

Chicago, IL

Living Room Sessions

Living Room Sessions

aliveOne

Chicago, IL

HighQ

The Lincoln Lodge

Chicago, IL

HighQ

The Lincoln Lodge

Chicago, IL

Cutting and Pasting a World: The Paper Craft of Henry Darger

Intuit Art Museum

Chicago, IL

Cutting and Pasting a World: The Paper Craft of Henry Darger

Intuit Art Museum

Chicago, IL

Sun, Oct 4 · 6:00 PMFrom $39.87Comedy

Sunday October 4: Kevin Williams

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sun, Oct 4 · 6:00 PMFrom $39.87Comedy

Sunday October 4: Kevin Williams

The Comedy Bar - Chicago Main Stage

Chicago, IL

Marquee: Musical Improv

The iO Theater

Chicago, IL

Marquee: Musical Improv

The iO Theater

Chicago, IL

Sun, Oct 4 · 6:00 PMFrom $36.22Community

Chicago Speed Dating | Ages 32-44 | Fancy a Go?

Recess

Chicago, IL

Sun, Oct 4 · 6:00 PMFrom $36.22Community

Chicago Speed Dating | Ages 32-44 | Fancy a Go?

Recess

Chicago, IL

The Revivalists with Robert Randolph presented by Jack Daniel's

Sun, Oct 4 · 6:30 PMMusic

The Revivalists with Robert Randolph presented by Jack Daniel's

The Salt Shed

Chicago, IL

Sun, Oct 4 · 6:30 PMMusic

The Revivalists with Robert Randolph presented by Jack Daniel's

The Salt Shed

Chicago, IL

Jekyll& Hyde

Broadway Playhouse at Water Tower Place

Chicago, IL

Jekyll& Hyde

Broadway Playhouse at Water Tower Place

Chicago, IL

Ben Harper & The Innocent Criminals

Garcia's Chicago

Chicago, IL

Ben Harper & The Innocent Criminals

Garcia's Chicago

Chicago, IL

Pandemonium, Please Hold

The Second City

Chicago, IL

Pandemonium, Please Hold

The Second City

Chicago, IL

Reality Detox: The Improv Experience

The Second City

Chicago, IL

Reality Detox: The Improv Experience

The Second City

Chicago, IL

AJJ, Greet Death

Bottom Lounge

Chicago, IL

AJJ, Greet Death

Bottom Lounge

Chicago, IL

Sun, Oct 4 · 7:00 PMFrom $21.41Comedy

Sunday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Sun, Oct 4 · 7:00 PMFrom $21.41Comedy

Sunday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Sun, Oct 4 · 7:00 PMFrom $12.51Music

The Ultimate Beyoncé Experience

The Newport Theater

Chicago, IL

Sun, Oct 4 · 7:00 PMFrom $12.51Music

The Ultimate Beyoncé Experience

The Newport Theater

Chicago, IL

Legs Will Be Broken: A Play, Improvised

Judy's Beat Lounge at the Second City Training Center

Chicago, IL

Legs Will Be Broken: A Play, Improvised

Judy's Beat Lounge at the Second City Training Center

Chicago, IL

Demola – The Violinist

Park West

Chicago, IL

Demola – The Violinist

Park West

Chicago, IL

Sun, Oct 4 · 7:30 PM$18.48Comedy

Skyler Higley

The Lincoln Lodge

Chicago, IL

Sun, Oct 4 · 7:30 PM$18.48Comedy

Skyler Higley

The Lincoln Lodge

Chicago, IL

Vape! The Grease Parody

Apollo Theater

Chicago, IL

Vape! The Grease Parody

Apollo Theater

Chicago, IL

Harold Night

The iO Theater

Chicago, IL

Harold Night

The iO Theater

Chicago, IL

Sun, Oct 4 · 7:30 PM$27.46Trivia & Games

Pop Quiz Hot Shot

The Lincoln Lodge

Chicago, IL

Sun, Oct 4 · 7:30 PM$27.46Trivia & Games

Pop Quiz Hot Shot

The Lincoln Lodge

Chicago, IL

Watch What Crappens – Chicago, IL – In The Mix Tour

The Vic

Chicago, IL

Watch What Crappens – Chicago, IL – In The Mix Tour

The Vic

Chicago, IL

Hazlett – 2026 Tour

House of Blues Chicago

Chicago, IL

Hazlett – 2026 Tour

House of Blues Chicago

Chicago, IL

Brand New

Aragon Ballroom

Chicago, IL

Brand New

Aragon Ballroom

Chicago, IL

Sun, Oct 4 · 8:00 PMTheater

Ludovico Einaudi

Symphony Center-IL

Chicago, IL

Sun, Oct 4 · 8:00 PMTheater

Ludovico Einaudi

Symphony Center-IL

Chicago, IL

Ian McConnell

Beat Kitchen

Chicago, IL

Ian McConnell

Beat Kitchen

Chicago, IL

Sun, Oct 4 · 8:00 PMFrom $39.87Comedy

Sunday October 4: Justin Whitehead

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sun, Oct 4 · 8:00 PMFrom $39.87Comedy

Sunday October 4: Justin Whitehead

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl

Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl

Reggies Music Joint

Chicago, IL

Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl

Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl

Reggies Music Joint

Chicago, IL

Chris Housman - The Hell Out Of Dodge Tour

Chris Housman - The Hell Out Of Dodge Tour

Carol's Pub

Chicago, IL

Chris Housman - The Hell Out Of Dodge Tour

Carol's Pub

Chicago, IL

Deep Schwa

The iO Theater

Chicago, IL

Deep Schwa

The iO Theater

Chicago, IL

Sun, Oct 4 · 8:00 PM$18.48Comedy

Hammered Herstory: Chicago's Funniest Drunk Comedy Storytelling

The Lincoln Lodge

Chicago, IL

Sun, Oct 4 · 8:00 PM$18.48Comedy

Hammered Herstory: Chicago's Funniest Drunk Comedy Storytelling

The Lincoln Lodge

Chicago, IL

Andy Stott / Carrier

Empty Bottle

Chicago, IL

Andy Stott / Carrier

Empty Bottle

Chicago, IL

The Chicks – Taking The Long Way 20th Anniversary Tour

Auditorium Theatre - IL

Chicago, IL

The Chicks – Taking The Long Way 20th Anniversary Tour

Auditorium Theatre - IL

Chicago, IL

Sun, Oct 4 · 8:30 PMMusic

The Chicks - Taking the Long Way

The Auditorium

Chicago, IL

Sun, Oct 4 · 8:30 PMMusic

The Chicks - Taking the Long Way

The Auditorium

Chicago, IL

Crushes Comedy Show

Crushes Comedy Show

aliveOne

Chicago, IL

Crushes Comedy Show

Crushes Comedy Show

aliveOne

Chicago, IL

Frequency Series Presents: ~Nois Quartet - Curiosity X

Constellation

Chicago, IL

See Tickets

Frequency Series Presents: ~Nois Quartet - Curiosity X

Constellation

Chicago, IL

Dave Weld

Buddy Guy's Legends

Chicago, IL

Dave Weld

Buddy Guy's Legends

Chicago, IL

Queen!

Smart Bar

Chicago, IL

Queen!

Smart Bar

Chicago, IL

Omni Direct with DJ Mukqs

Omni Direct with DJ Mukqs

The Owl

Chicago, IL

Omni Direct with DJ Mukqs

Omni Direct with DJ Mukqs

The Owl

Chicago, IL

Surfin' Bird - Live

Skylark

Chicago, IL

Surfin' Bird - Live

Skylark

Chicago, IL

The 11pm Show

The iO Theater

Chicago, IL

The 11pm Show

The iO Theater

Chicago, IL

Sundays and Mondays - Open for Special Events Only

Rosa's Lounge

Chicago, IL

Sundays and Mondays - Open for Special Events Only

Rosa's Lounge

Chicago, IL

Mon, Oct 5Art

Portrait Painting with Susan Lyon (Guest Scott Burdick)

The Palette & Chisel Academy of Fine Arts

Chicago, IL

Mon, Oct 5Art

Portrait Painting with Susan Lyon (Guest Scott Burdick)

The Palette & Chisel Academy of Fine Arts

Chicago, IL