Events in Chicago , Illinois

Gerry Hundt - Acoustic Set - 7pm

Kingston Mines · Chicago

Sat, Sep 12

Baby Wants Candy! The Original Completely Improvised Musical

The Second City · Chicago

Sat, Sep 12

Clued In

The Second City Training Center: Blackout Cabaret · Chicago

Sat, Sep 12

Redtwist Theatre's “'Night Mother” By Marsha Norman

Redtwist Theatre · Chicago

Sat, Sep 12

Sons of Legion – Soul to SØL World Tour

Riviera Theatre · Chicago

Sat, Sep 12 · 7:30 PM

Get Tickets(opens in a new tab)

Chief Keef Live 2026

Huntington Bank Pavilion at Northerly Island · Chicago

Sat, Sep 12

Blood of the Lamb

The Den Theatre · Chicago

Sat, Sep 12 · 7:30 PM

Chicago Speed Dating | Saturday Night Ages 25-39 | Fancy a Go?

Recess · Chicago · From $36.22

Sat, Sep 12

Vape! A Grease Parody

Apollo Theater · Chicago

Sat, Sep 12

Kinky – Chicago, IL – 25th Anniversary

Park West · Chicago

Sat, Sep 12

The Best of IO

The iO Theater · Chicago

Sat, Sep 12

Saturday Night Sketch

The iO Theater · Chicago

Sat, Sep 12 · 7:30 PM

SpeedChicago Dating | Saturday Night Ages 25–39 | Chicago's Speed Dating

Recess · Chicago · From $36.22

Sat, Sep 12

Binomio de Oro de America – 50th Anniversary Tour

Rosemont Theatre · Chicago

Sat, Sep 12

Mojo Brookzz – Outta Pocket Comedy Tour

Wintrust Arena · Chicago

Sat, Sep 12

Mojo Brookzz at Wintrust Arena

Wintrust Arena · Chicago

Sat, Sep 12 · 8:00 PM

CLR

UncommonGround - Lakeview · Chicago · $17.85

Sat, Sep 12 · 8:00 PM

Sports

Juke Vs Hip Hop @ (Hubbard INN) Chicago

Hubbard Inn · Chicago · From $12.51

Sat, Sep 12

Workshop

Parlour Magic, Course, Nae

The Hideout · Chicago

Sat, Sep 12

Live Blues - Tazz the Musician & the Unleaded Kings

Lee's Unleaded Blues · Chicago

Sat, Sep 12

2nd Set With Mercurian Force feat. Isaiah Collier

Andy's Jazz Club & Restaurant · Chicago

Sat, Sep 12 · 8:30 PM

Saturday Night Skyline Cruises on Lake Michigan | 21+ | Live DJ | Full Bar

Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) · Chicago · From $20

Sat, Sep 12

The Waco Brothers

Reggies Rock Club · Chicago

Sat, Sep 12

Secret Sketch Show

The iO Theater · Chicago

Sat, Sep 12 · 9:00 PM

Music for the Masses: Dark 80's New Wave Nite [Chicago]

Beat Kitchen · Chicago · From $13.33

Sat, Sep 12

Ivan Singh

Buddy Guy's Legends · Chicago

Sat, Sep 12

Nicholas Alexander - North Stage - 9pm

Kingston Mines · Chicago

Sat, Sep 12 · 9:15 PM

Saturday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago · Chicago · From $29.51

Sat, Sep 12

Best Of Annoyance Sketch

Annoyance Theatre & Bar · Chicago

Sat, Sep 12

The Improvised Movie: Summer Blockbusters

de Maat Theatre at Second City · Chicago

Sat, Sep 12 · 9:30 PM

Friends with Benefits

The Playground Theater · Chicago · Free

Sat, Sep 12

DJs Jake & Jake

Easy Bar · Chicago

Sat, Sep 12 · 9:30 PM

Gems of Chicago Comedy: Live Stand-Up Showcase

The Lincoln Lodge · Chicago · $18.48

Sat, Sep 12

Freddie Dixon Blues Band: Chicago Blues Heritage, Reimagined

Rosa's Lounge · Chicago

Sat, Sep 12 · 9:30 PM

D!cks! The Show

The Newport Theater · Chicago · From $29

Sat, Sep 12

D.A.R.E Dropouts

The iO Theater · Chicago

Sat, Sep 12

Nightlife

Statement Piece

Smart Bar · Chicago

Sat, Sep 12 · 10:00 PM

Down & Dirty: A Filthy Standup Showcase

The Lincoln Lodge · Chicago · $18.48

Sat, Sep 12 · 10:00 PM

DJ Air Birthday Party: the Live Experience

Centre Court Productions · Chicago · $29.38

Sat, Sep 12 · 10:00 PM

ALL THE FEELS: "PRETTY & TOXIC" (R&B • Breakup • Real Feelings)

BAR22 · Chicago · From $0

Sat, Sep 12 · 10:00 PM

Nightlife

SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B

Masada · Chicago · From $0

Sat, Sep 12

Mas EDM

Ramova Theatre · Chicago

Sat, Sep 12

New Orleans Beau & The Big Easy

Mom's Place - A Chicago Gathering Spot · Chicago

Sat, Sep 12

The Switch Up: with DJs Esteban La Groue & Danny Dan

The Owl · Chicago

Sat, Sep 12

Joanna Connor - Main Stage - 10:30pm

Kingston Mines · Chicago

Sat, Sep 12

Late Night Concert Series w/John Moulder

Andy's Jazz Club & Restaurant · Chicago

Sat, Sep 12 · 11:00 PM

Dance

Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca

Le Nocturne Chicago · Chicago · From $0

Sat, Sep 12 · 11:00 PM

Tom Stephan Live at Hydrate

Hydrate Nightclub · Chicago · $28.52

Sat, Sep 12

The 11pm Show

The iO Theater · Chicago

Sat, Sep 12

Harolds After Dark

The iO Theater · Chicago

Sat, Sep 12

Bands Trade Sets 'til 4am

Kingston Mines · Chicago

Sun, Sep 13

Sports

FORMULA 1® TAG HEUER GRAN PREMIO DE ESPAÑA 2026 Watch Party at F1® Arcade Chicago

F1 Arcade Chicago · Chicago

Sun, Sep 13

Wicker Park Farmers Market

Wicker Park · Chicago

Sun, Sep 13

Sunday in Wicker Park

Wicker Park · Chicago

Sun, Sep 13

Sports

CL Grappling

Rizal Center · Chicago

Sun, Sep 13

Art

Class #201: Cast Drawing & Still Life with Addison Xu

The Palette & Chisel Academy of Fine Arts · Chicago

Sun, Sep 13

Art

American Prophets: Writers, Religion, and Culture

American Writers Museum · Chicago

Sun, Sep 13

Festival

Maxwell Street (2026)

Maxwell Street · Chicago · Free

Sun, Sep 13

Tangible Sound: Arrival to a Higher Ground

Chicago Cultural Center · Chicago · Free

Sun, Sep 13

Family

Castle

Chicago Children's Museum · Chicago

Gerry Hundt - Acoustic Set - 7pm

Gerry Hundt - Acoustic Set - 7pm

Kingston Mines

Chicago, IL

Gerry Hundt - Acoustic Set - 7pm

Gerry Hundt - Acoustic Set - 7pm

Kingston Mines

Chicago, IL

Baby Wants Candy! The Original Completely Improvised Musical

The Second City

Chicago, IL

Baby Wants Candy! The Original Completely Improvised Musical

The Second City

Chicago, IL

Clued In

The Second City Training Center: Blackout Cabaret

Chicago, IL

Clued In

The Second City Training Center: Blackout Cabaret

Chicago, IL

Redtwist Theatre's “'Night Mother” By Marsha Norman

Redtwist Theatre's “'Night Mother” By Marsha Norman

Redtwist Theatre

Chicago, IL

Redtwist Theatre's “'Night Mother” By Marsha Norman

Redtwist Theatre's “'Night Mother” By Marsha Norman

Redtwist Theatre

Chicago, IL

Sons of Legion – Soul to SØL World Tour

Riviera Theatre

Chicago, IL

Sons of Legion – Soul to SØL World Tour

Riviera Theatre

Chicago, IL

Get Tickets via Ticketmaster →

Sat, Sep 12 · 7:30 PMMusic

Chief Keef Live 2026

Huntington Bank Pavilion at Northerly Island

Chicago, IL

Ticketmaster

Get Tickets via Ticketmaster →(opens in a new tab)

Sat, Sep 12 · 7:30 PMMusic

Chief Keef Live 2026

Huntington Bank Pavilion at Northerly Island

Chicago, IL

Get Tickets →(opens in a new tab)

Blood of the Lamb

The Den Theatre

Chicago, IL

Blood of the Lamb

The Den Theatre

Chicago, IL

Chicago Speed Dating | Saturday Night Ages 25-39 | Fancy a Go?

Recess

Chicago, IL

Chicago Speed Dating | Saturday Night Ages 25-39 | Fancy a Go?

Recess

Chicago, IL

Vape! A Grease Parody

Apollo Theater

Chicago, IL

Vape! A Grease Parody

Apollo Theater

Chicago, IL

Kinky – Chicago, IL – 25th Anniversary

Park West

Chicago, IL

Kinky – Chicago, IL – 25th Anniversary

Park West

Chicago, IL

The Best of IO

The iO Theater

Chicago, IL

The Best of IO

The iO Theater

Chicago, IL

Saturday Night Sketch

The iO Theater

Chicago, IL

Saturday Night Sketch

The iO Theater

Chicago, IL

SpeedChicago Dating | Saturday Night Ages 25–39 | Chicago's Speed Dating

Recess

Chicago, IL

SpeedChicago Dating | Saturday Night Ages 25–39 | Chicago's Speed Dating

Recess

Chicago, IL

Binomio de Oro de America – 50th Anniversary Tour

Rosemont Theatre

Chicago, IL

Binomio de Oro de America – 50th Anniversary Tour

Rosemont Theatre

Chicago, IL

Mojo Brookzz – Outta Pocket Comedy Tour

Wintrust Arena

Chicago, IL

Mojo Brookzz – Outta Pocket Comedy Tour

Wintrust Arena

Chicago, IL

Mojo Brookzz at Wintrust Arena

Wintrust Arena

Chicago, IL

Mojo Brookzz at Wintrust Arena

Wintrust Arena

Chicago, IL

Sat, Sep 12 · 8:00 PM$17.85Music

CLR

UncommonGround - Lakeview

Chicago, IL

Sat, Sep 12 · 8:00 PM$17.85Music

CLR

UncommonGround - Lakeview

Chicago, IL

Sat, Sep 12 · 8:00 PMFrom $12.51Sports

Juke Vs Hip Hop @ (Hubbard INN) Chicago

Hubbard Inn

Chicago, IL

Sat, Sep 12 · 8:00 PMFrom $12.51Sports

Juke Vs Hip Hop @ (Hubbard INN) Chicago

Hubbard Inn

Chicago, IL

Sat, Sep 12Workshop

Parlour Magic, Course, Nae

The Hideout

Chicago, IL

Sat, Sep 12Workshop

Parlour Magic, Course, Nae

The Hideout

Chicago, IL

Live Blues - Tazz the Musician & the Unleaded Kings

Lee's Unleaded Blues

Chicago, IL

Live Blues - Tazz the Musician & the Unleaded Kings

Lee's Unleaded Blues

Chicago, IL

2nd Set With Mercurian Force feat. Isaiah Collier

Andy's Jazz Club & Restaurant

Chicago, IL

2nd Set With Mercurian Force feat. Isaiah Collier

Andy's Jazz Club & Restaurant

Chicago, IL

Sat, Sep 12 · 8:30 PMFrom $20Music

Saturday Night Skyline Cruises on Lake Michigan | 21+ | Live DJ | Full Bar

Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)

Chicago, IL

Sat, Sep 12 · 8:30 PMFrom $20Music

Saturday Night Skyline Cruises on Lake Michigan | 21+ | Live DJ | Full Bar

Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)

Chicago, IL

The Waco Brothers

Reggies Rock Club

Chicago, IL

The Waco Brothers

Reggies Rock Club

Chicago, IL

Secret Sketch Show

The iO Theater

Chicago, IL

Secret Sketch Show

The iO Theater

Chicago, IL

Sat, Sep 12 · 9:00 PMFrom $13.33Music

Music for the Masses: Dark 80's New Wave Nite [Chicago]

Beat Kitchen

Chicago, IL

Sat, Sep 12 · 9:00 PMFrom $13.33Music

Music for the Masses: Dark 80's New Wave Nite [Chicago]

Beat Kitchen

Chicago, IL

Ivan Singh

Buddy Guy's Legends

Chicago, IL

Ivan Singh

Buddy Guy's Legends

Chicago, IL

Nicholas Alexander - North Stage - 9pm

Nicholas Alexander - North Stage - 9pm

Kingston Mines

Chicago, IL

Nicholas Alexander - North Stage - 9pm

Nicholas Alexander - North Stage - 9pm

Kingston Mines

Chicago, IL

Sat, Sep 12 · 9:15 PMFrom $29.51Comedy

Saturday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Sat, Sep 12 · 9:15 PMFrom $29.51Comedy

Saturday Night Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Best Of Annoyance Sketch

Annoyance Theatre & Bar

Chicago, IL

Best Of Annoyance Sketch

Annoyance Theatre & Bar

Chicago, IL

The Improvised Movie: Summer Blockbusters

de Maat Theatre at Second City

Chicago, IL

The Improvised Movie: Summer Blockbusters

de Maat Theatre at Second City

Chicago, IL

Sat, Sep 12 · 9:30 PMFREECommunity

Friends with Benefits

The Playground Theater

Chicago, IL

Sat, Sep 12 · 9:30 PMFREECommunity

Free · Eventbrite →

Friends with Benefits

The Playground Theater

Chicago, IL

Free · RSVP →

DJs Jake & Jake

DJs Jake & Jake

Easy Bar

Chicago, IL

DJs Jake & Jake

DJs Jake & Jake

Easy Bar

Chicago, IL

Sat, Sep 12 · 9:30 PM$18.48Comedy

Gems of Chicago Comedy: Live Stand-Up Showcase

The Lincoln Lodge

Chicago, IL

Sat, Sep 12 · 9:30 PM$18.48Comedy

Gems of Chicago Comedy: Live Stand-Up Showcase

The Lincoln Lodge

Chicago, IL

Freddie Dixon Blues Band: Chicago Blues Heritage, Reimagined

Rosa's Lounge

Chicago, IL

Freddie Dixon Blues Band: Chicago Blues Heritage, Reimagined

Rosa's Lounge

Chicago, IL

Sat, Sep 12 · 9:30 PMFrom $29Theater

D!cks! The Show

The Newport Theater

Chicago, IL

Sat, Sep 12 · 9:30 PMFrom $29Theater

D!cks! The Show

The Newport Theater

Chicago, IL

D.A.R.E Dropouts

The iO Theater

Chicago, IL

D.A.R.E Dropouts

The iO Theater

Chicago, IL

Statement Piece

Sat, Sep 12Nightlife

Statement Piece

Smart Bar

Chicago, IL

Statement Piece

Sat, Sep 12Nightlife

Statement Piece

Smart Bar

Chicago, IL

Sat, Sep 12 · 10:00 PM$18.48Comedy

Down & Dirty: A Filthy Standup Showcase

The Lincoln Lodge

Chicago, IL

Sat, Sep 12 · 10:00 PM$18.48Comedy

Down & Dirty: A Filthy Standup Showcase

The Lincoln Lodge

Chicago, IL

Sat, Sep 12 · 10:00 PM$29.38Music

DJ Air Birthday Party: the Live Experience

Centre Court Productions

Chicago, IL

Sat, Sep 12 · 10:00 PM$29.38Music

DJ Air Birthday Party: the Live Experience

Centre Court Productions

Chicago, IL

Sat, Sep 12 · 10:00 PMFrom $0Music

ALL THE FEELS: "PRETTY & TOXIC" (R&B • Breakup • Real Feelings)

BAR22

Chicago, IL

Sat, Sep 12 · 10:00 PMFrom $0Music

ALL THE FEELS: "PRETTY & TOXIC" (R&B • Breakup • Real Feelings)

BAR22

Chicago, IL

Sat, Sep 12 · 10:00 PMFrom $0Nightlife

SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B

Masada

Chicago, IL

Sat, Sep 12 · 10:00 PMFrom $0Nightlife

SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B

Masada

Chicago, IL

Mas EDM

Ramova Theatre

Chicago, IL

Mas EDM

Ramova Theatre

Chicago, IL

New Orleans Beau & The Big Easy

New Orleans Beau & The Big Easy

Mom's Place - A Chicago Gathering Spot

Chicago, IL

New Orleans Beau & The Big Easy

New Orleans Beau & The Big Easy

Mom's Place - A Chicago Gathering Spot

Chicago, IL

The Switch Up: with DJs Esteban La Groue & Danny Dan

The Owl

Chicago, IL

The Switch Up: with DJs Esteban La Groue & Danny Dan

The Owl

Chicago, IL

Joanna Connor - Main Stage - 10:30pm

Joanna Connor - Main Stage - 10:30pm

Kingston Mines

Chicago, IL

Joanna Connor - Main Stage - 10:30pm

Joanna Connor - Main Stage - 10:30pm

Kingston Mines

Chicago, IL

Late Night Concert Series w/John Moulder

Andy's Jazz Club & Restaurant

Chicago, IL

Late Night Concert Series w/John Moulder

Andy's Jazz Club & Restaurant

Chicago, IL

Sat, Sep 12 · 11:00 PMFrom $0Dance

Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca

Le Nocturne Chicago

Chicago, IL

Sat, Sep 12 · 11:00 PMFrom $0Dance

Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca

Le Nocturne Chicago

Chicago, IL

Sat, Sep 12 · 11:00 PM$28.52Music

Tom Stephan Live at Hydrate

Hydrate Nightclub

Chicago, IL

Sat, Sep 12 · 11:00 PM$28.52Music

Tom Stephan Live at Hydrate

Hydrate Nightclub

Chicago, IL

The 11pm Show

The iO Theater

Chicago, IL

The 11pm Show

The iO Theater

Chicago, IL

Harolds After Dark

The iO Theater

Chicago, IL

Harolds After Dark

The iO Theater

Chicago, IL

Bands Trade Sets 'til 4am

Bands Trade Sets 'til 4am

Kingston Mines

Chicago, IL

Bands Trade Sets 'til 4am

Bands Trade Sets 'til 4am

Kingston Mines

Chicago, IL

FORMULA 1® TAG HEUER GRAN PREMIO DE ESPAÑA 2026 Watch Party at F1® Arcade Chicago

F1 Arcade Chicago

Chicago, IL

FORMULA 1® TAG HEUER GRAN PREMIO DE ESPAÑA 2026 Watch Party at F1® Arcade Chicago

F1 Arcade Chicago

Chicago, IL

Wicker Park Farmers Market

Wicker Park

Chicago, IL

Wicker Park Farmers Market

Wicker Park

Chicago, IL

Sunday in Wicker Park

Wicker Park

Chicago, IL

Sunday in Wicker Park

Wicker Park

Chicago, IL

CL Grappling

CL Grappling

Rizal Center

Chicago, IL

CL Grappling

CL Grappling

Rizal Center

Chicago, IL

Class #201: Cast Drawing & Still Life with Addison Xu

The Palette & Chisel Academy of Fine Arts

Chicago, IL

Class #201: Cast Drawing & Still Life with Addison Xu

The Palette & Chisel Academy of Fine Arts

Chicago, IL

American Prophets: Writers, Religion, and Culture

American Writers Museum

Chicago, IL

American Prophets: Writers, Religion, and Culture

American Writers Museum

Chicago, IL

Sun, Sep 13FREEFestival

Maxwell Street (2026)

Maxwell Street

Chicago, IL

Free →

Sun, Sep 13FREEFestival

Maxwell Street (2026)

Maxwell Street

Chicago, IL

Free · RSVP →

Sun, Sep 13FREEMusic

Tangible Sound: Arrival to a Higher Ground

Chicago Cultural Center

Chicago, IL

Free →

Sun, Sep 13FREEMusic

Tangible Sound: Arrival to a Higher Ground

Chicago Cultural Center

Chicago, IL

Free · RSVP →

Sun, Sep 13Family

Castle

Chicago Children's Museum

Chicago, IL

Sun, Sep 13Family

Castle

Chicago Children's Museum

Chicago, IL