Events in Chicago , Illinois

Saturday Happy Hour 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

Sat, Sep 26

Workshop

Toy Design Workshop (Marwen x Pickagram)

Marwen · Chicago · Free

Sat, Sep 26 · 5:00 PM

Aladerri Film Fest 2026 - BLOCK # 7

Facets · Chicago · $17.85

Sat, Sep 26

Festival

Oktoberfest 2026

Old Town Triangle Art Center · Chicago

Sat, Sep 26 · 5:00 PM

Trivia & Games

Robot Apocalypse: Journey to the End of the Night

RAJEn · Chicago

Sat, Sep 26 · 5:00 PM

Workshop

Climate Reality / Disinformation, Anti-Science, and the Facts

Dappers East Restaurant · Chicago

Sat, Sep 26 · 5:30 PM

Literary

Marlon James: The Disappearers - The Booker Prize winner on his new novel presented by Chicago Humanities and Thalia Hall

Thalia Hall · Chicago

Sat, Sep 26

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater · Chicago

Sat, Sep 26 · 6:00 PM

Thee Sacred Souls, La Lom and the Womack Sisters presented by Heineken

The Salt Shed · Chicago

Sat, Sep 26

Art

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

Intuit Art Museum · Chicago

Sat, Sep 26 · 6:00 PM

Beyond the Gate featuring Russian Circles / Pelican @ Bohemian National Cemetery

Bohemian National Cemetery · Chicago

Sat, Sep 26 · 6:00 PM

Chicago Blackhawks v St. Louis Blues - PRESEASON

United Center · Chicago

Sat, Sep 26

Art

The Palette & Chisel Emerging Artists Show

The Palette & Chisel Academy of Fine Arts · Chicago · Free

Sat, Sep 26

Main Character Syndrome

The iO Theater · Chicago

Sat, Sep 26 · 6:00 PM

Art

Chicago's Deadly Disasters

Chicago Board of Trade Building Museum · Chicago · $28.52

Sat, Sep 26

1st Set With Mallard and Hedez

Andy's Jazz Club & Restaurant · Chicago

Sat, Sep 26 · 6:00 PM

Black Cinema House & The Cinema Culture Present: "TCB"

The Land School · Chicago

Sat, Sep 26

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field · Chicago

Sat, Sep 26 · 6:10 PM

Chicago White Sox vs. Colorado Rockies

Rate Field · Chicago

Sat, Sep 26

Pandemonium, Please Hold

The Second City · Chicago

Sat, Sep 26

YG – Chicago – The Gentlemen's Club Tour

House of Blues Chicago · Chicago

Sat, Sep 26 · 6:30 PM

Yg: the Gentlemen's Club Tour

House of Blues Chicago · Chicago

Sat, Sep 26 · 6:30 PM

Full Moon Kundalini Yoga, Fire Ritual + Live Music

Sat Nam Yoga Chicago · Chicago · $60.54

Sat, Sep 26 · 7:00 PM

Bassem Youssef: The Belly of the Beast Tour

The Chicago Theatre · Chicago

Sat, Sep 26

The Infinite Wrench

The Neo-Futurist Theater · Chicago

Sat, Sep 26

FreakShow & Tell

Stars and Garters Theater · Chicago · Free

Sat, Sep 26

Wellness

Full Moon Mingle

Shine Bright In Life! Healing Arts Center · Chicago

Sat, Sep 26

Reality Detox: The Improv Experience

The Second City · Chicago

Sat, Sep 26 · 7:00 PM

BK Dhaliwal

Outset · Chicago

Sat, Sep 26 · 7:00 PM

Nora Jean Wallace Blues Band/Joanna Connor Blues Band

Kingston Mines - Chicago Blues Center · Chicago

Sat, Sep 26 · 7:00 PM

Medical Miracle ÖPermanenceâ Album Release Show W/ Elemantra + Mid

Reggies Bananna's Shack · Chicago

Sat, Sep 26 · 7:00 PM

Saturday September 26: Chicago's Best Comedy Show

The Comedy Bar - Chicago Main Stage · Chicago · From $33.64

Sat, Sep 26 · 7:00 PM

Wellness

MELONCHOLIA: A Black Rage Ritual

Experimental Station · Chicago

Sat, Sep 26

Oman Coleman - Acoustic Set - 7pm

Kingston Mines · Chicago

Sat, Sep 26

The Séance: Live (and dead) in Chicago

Stars and Garters Theater · Chicago

Sat, Sep 26

Standup Throw Down: Millennials vs Gen X

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

Sat, Sep 26 · 7:00 PM

(R)evolve Summer Concert Series

3100 W Irving Park Rd · Chicago · Free

Sat, Sep 26 · 7:10 PM

Top Gun: Maverick with Chicago Philharmonic

Auditorium Theatre - IL · Chicago

Sat, Sep 26 · 7:15 PM

ChiTown Drive-In Presents - Hocus Pocus

ChiTown Movies · Chicago

Sat, Sep 26

Baby Wants Candy! The Original Completely Improvised Musical

The Second City · Chicago

Sat, Sep 26

Clued In

The Second City Training Center: Blackout Cabaret · Chicago

Sat, Sep 26

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

Redtwist Theatre · Chicago

Sat, Sep 26

Top Gun: Maverick In Concert

Auditorium Theatre - IL · Chicago

Sat, Sep 26 · 7:30 PM

Top Gun Maverick in Concert

Auditorium Theatre - IL · Chicago

Sat, Sep 26

The Garden – Bootleg Tour

Riviera Theatre · Chicago

Sat, Sep 26 · 7:30 PM

Jazz Is Dead Presents - Cortex (18+)

The Vic · Chicago

Sat, Sep 26

Auditorium Philms Presents: Top Gun: Maverick

The Auditorium · Chicago

Sat, Sep 26

Sera Cahoone, Edie McKenna

The Hideout · Chicago

Sat, Sep 26

Blood of the Lamb

The Den Theatre · Chicago

Sat, Sep 26

Mäkelä Conducts Sibelius & Shostakovich

Orchestra Hall, Symphony Center · Chicago

Sat, Sep 26 · 7:30 PM

EsDeeKid - Council House Rat Tour

Aragon Ballroom · Chicago

Sat, Sep 26

Crashing Out Live – Chicago, IL – 2026 Tour

Park West · Chicago

Sat, Sep 26 · 7:30 PM

Community

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

Recess · Chicago · From $37

Sat, Sep 26

The Best of IO

The iO Theater · Chicago

Sat, Sep 26

Saturday Night Sketch

The iO Theater · Chicago

Sat, Sep 26 · 7:30 PM

M??kel?? Conducts Sibelius & Shostakovich

Symphony Center-IL · Chicago

Sat, Sep 26 · 7:30 PM

Community

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

Recess · Chicago · From $36.22

Sat, Sep 26 · 7:30 PM

Powerpoint Night Live!

The Lincoln Lodge · Chicago · $12.83

Sat, Sep 26

Juanes: World Tour

Rosemont Theatre · Chicago

Sat, Sep 26 · 8:00 PM

Foster The People: Good Mourning Sunshine Tour

Huntington Bank Pavilion at Northerly Island · Chicago

Sat, Sep 26 · 4:30 PMMusic

Saturday Happy Hour 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 26 · 4:30 PMMusic

Saturday Happy Hour 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 26FREEWorkshop

Toy Design Workshop (Marwen x Pickagram)

Marwen

Chicago, IL

Free →

Sat, Sep 26FREEWorkshop

Toy Design Workshop (Marwen x Pickagram)

Marwen

Chicago, IL

Sat, Sep 26 · 5:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 7

Facets

Chicago, IL

Sat, Sep 26 · 5:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 7

Facets

Chicago, IL

Sat, Sep 26Festival

Oktoberfest 2026

Old Town Triangle Art Center

Chicago, IL

Sat, Sep 26Festival

Oktoberfest 2026

Old Town Triangle Art Center

Chicago, IL

Sat, Sep 26 · 5:00 PMTrivia & Games

Robot Apocalypse: Journey to the End of the Night

RAJEn

Chicago, IL

Sat, Sep 26 · 5:00 PMTrivia & Games

Robot Apocalypse: Journey to the End of the Night

RAJEn

Chicago, IL

Sat, Sep 26 · 5:00 PMWorkshop

Climate Reality / Disinformation, Anti-Science, and the Facts

Dappers East Restaurant

Chicago, IL

Sat, Sep 26 · 5:00 PMWorkshop

Climate Reality / Disinformation, Anti-Science, and the Facts

Dappers East Restaurant

Chicago, IL

Marlon James: The Disappearers - The Booker Prize winner on his new novel presented by Chicago Humanities and Thalia Hall

Sat, Sep 26 · 5:30 PMLiterary

Marlon James: The Disappearers - The Booker Prize winner on his new novel presented by Chicago Humanities and Thalia Hall

Thalia Hall

Chicago, IL

Sat, Sep 26 · 5:30 PMLiterary

Marlon James: The Disappearers - The Booker Prize winner on his new novel presented by Chicago Humanities and Thalia Hall

Thalia Hall

Chicago, IL

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater

Chicago, IL

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater

Chicago, IL

Thee Sacred Souls, La Lom and the Womack Sisters presented by Heineken

Thee Sacred Souls, La Lom and the Womack Sisters presented by Heineken

The Salt Shed

Chicago, IL

Thee Sacred Souls, La Lom and the Womack Sisters presented by Heineken

The Salt Shed

Chicago, IL

Sat, Sep 26Art

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

Intuit Art Museum

Chicago, IL

Sat, Sep 26Art

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

Intuit Art Museum

Chicago, IL

Beyond the Gate featuring Russian Circles / Pelican @ Bohemian National Cemetery

Beyond the Gate featuring Russian Circles / Pelican @ Bohemian National Cemetery

Bohemian National Cemetery

Chicago, IL

Beyond the Gate featuring Russian Circles / Pelican @ Bohemian National Cemetery

Bohemian National Cemetery

Chicago, IL

Chicago Blackhawks v St. Louis Blues - PRESEASON

Sat, Sep 26 · 6:00 PMSports

Chicago Blackhawks v St. Louis Blues - PRESEASON

United Center

Chicago, IL

Sat, Sep 26 · 6:00 PMSports

Chicago Blackhawks v St. Louis Blues - PRESEASON

United Center

Chicago, IL

Sat, Sep 26FREEArt

The Palette & Chisel Emerging Artists Show

The Palette & Chisel Academy of Fine Arts

Chicago, IL

Free →

Sat, Sep 26FREEArt

The Palette & Chisel Emerging Artists Show

The Palette & Chisel Academy of Fine Arts

Chicago, IL

Main Character Syndrome

The iO Theater

Chicago, IL

Main Character Syndrome

The iO Theater

Chicago, IL

Sat, Sep 26 · 6:00 PM$28.52Art

Chicago's Deadly Disasters

Chicago Board of Trade Building Museum

Chicago, IL

Sat, Sep 26 · 6:00 PM$28.52Art

Chicago's Deadly Disasters

Chicago Board of Trade Building Museum

Chicago, IL

1st Set With Mallard and Hedez

Andy's Jazz Club & Restaurant

Chicago, IL

1st Set With Mallard and Hedez

Andy's Jazz Club & Restaurant

Chicago, IL

Sat, Sep 26 · 6:00 PMFilm

Black Cinema House & The Cinema Culture Present: "TCB"

The Land School

Chicago, IL

Sat, Sep 26 · 6:00 PMFilm

Black Cinema House & The Cinema Culture Present: "TCB"

The Land School

Chicago, IL

Sat, Sep 26Sports

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field

Chicago, IL

Sat, Sep 26Sports

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field

Chicago, IL

Sat, Sep 26 · 6:10 PMSports

Chicago White Sox vs. Colorado Rockies

Rate Field

Chicago, IL

Sat, Sep 26 · 6:10 PMSports

Chicago White Sox vs. Colorado Rockies

Rate Field

Chicago, IL

Pandemonium, Please Hold

The Second City

Chicago, IL

Pandemonium, Please Hold

The Second City

Chicago, IL

YG – Chicago – The Gentlemen's Club Tour

House of Blues Chicago

Chicago, IL

YG – Chicago – The Gentlemen's Club Tour

House of Blues Chicago

Chicago, IL

Sat, Sep 26 · 6:30 PMMusic

Yg: the Gentlemen's Club Tour

House of Blues Chicago

Chicago, IL

Sat, Sep 26 · 6:30 PMMusic

Yg: the Gentlemen's Club Tour

House of Blues Chicago

Chicago, IL

Sat, Sep 26 · 6:30 PM$60.54Music

Full Moon Kundalini Yoga, Fire Ritual + Live Music

Sat Nam Yoga Chicago

Chicago, IL

Sat, Sep 26 · 6:30 PM$60.54Music

Full Moon Kundalini Yoga, Fire Ritual + Live Music

Sat Nam Yoga Chicago

Chicago, IL

Bassem Youssef: The Belly of the Beast Tour

Sat, Sep 26 · 7:00 PMTheater

Bassem Youssef: The Belly of the Beast Tour

The Chicago Theatre

Chicago, IL

Sat, Sep 26 · 7:00 PMTheater

Bassem Youssef: The Belly of the Beast Tour

The Chicago Theatre

Chicago, IL

The Infinite Wrench

The Neo-Futurist Theater

Chicago, IL

The Infinite Wrench

The Neo-Futurist Theater

Chicago, IL

Sat, Sep 26FREETheater

FreakShow & Tell

Stars and Garters Theater

Chicago, IL

Free →

Sat, Sep 26FREETheater

FreakShow & Tell

Stars and Garters Theater

Chicago, IL

Sat, Sep 26Wellness

Full Moon Mingle

Shine Bright In Life! Healing Arts Center

Chicago, IL

Sat, Sep 26Wellness

Full Moon Mingle

Shine Bright In Life! Healing Arts Center

Chicago, IL

Reality Detox: The Improv Experience

The Second City

Chicago, IL

Reality Detox: The Improv Experience

The Second City

Chicago, IL

BK Dhaliwal

Outset

Chicago, IL

BK Dhaliwal

Outset

Chicago, IL

Nora Jean Wallace Blues Band/Joanna Connor Blues Band

Nora Jean Wallace Blues Band/Joanna Connor Blues Band

Kingston Mines - Chicago Blues Center

Chicago, IL

Nora Jean Wallace Blues Band/Joanna Connor Blues Band

Kingston Mines - Chicago Blues Center

Chicago, IL

Medical Miracle ÖPermanenceâ Album Release Show W/ Elemantra + Mid

Medical Miracle ÖPermanenceâ Album Release Show W/ Elemantra + Mid

Reggies Bananna's Shack

Chicago, IL

Medical Miracle ÖPermanenceâ Album Release Show W/ Elemantra + Mid

Reggies Bananna's Shack

Chicago, IL

Sat, Sep 26 · 7:00 PMFrom $33.64Comedy

Saturday September 26: Chicago's Best Comedy Show

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sat, Sep 26 · 7:00 PMFrom $33.64Comedy

Saturday September 26: Chicago's Best Comedy Show

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sat, Sep 26 · 7:00 PMWellness

MELONCHOLIA: A Black Rage Ritual

Experimental Station

Chicago, IL

Sat, Sep 26 · 7:00 PMWellness

MELONCHOLIA: A Black Rage Ritual

Experimental Station

Chicago, IL

Oman Coleman - Acoustic Set - 7pm

Oman Coleman - Acoustic Set - 7pm

Kingston Mines

Chicago, IL

Oman Coleman - Acoustic Set - 7pm

Oman Coleman - Acoustic Set - 7pm

Kingston Mines

Chicago, IL

The Séance: Live (and dead) in Chicago

Stars and Garters Theater

Chicago, IL

The Séance: Live (and dead) in Chicago

Stars and Garters Theater

Chicago, IL

Standup Throw Down: Millennials vs Gen X

Judy's Beat Lounge at the Second City Training Center

Chicago, IL

Standup Throw Down: Millennials vs Gen X

Judy's Beat Lounge at the Second City Training Center

Chicago, IL

Sat, Sep 26 · 7:00 PMFREEMusic

(R)evolve Summer Concert Series

3100 W Irving Park Rd

Chicago, IL

Sat, Sep 26 · 7:00 PMFREEMusic

Free · Eventbrite →

(R)evolve Summer Concert Series

3100 W Irving Park Rd

Chicago, IL

Sat, Sep 26 · 7:10 PMFilm

Top Gun: Maverick with Chicago Philharmonic

Auditorium Theatre - IL

Chicago, IL

Sat, Sep 26 · 7:10 PMFilm

Top Gun: Maverick with Chicago Philharmonic

Auditorium Theatre - IL

Chicago, IL

Sat, Sep 26 · 7:15 PMFilm

ChiTown Drive-In Presents - Hocus Pocus

ChiTown Movies

Chicago, IL

Sat, Sep 26 · 7:15 PMFilm

ChiTown Drive-In Presents - Hocus Pocus

ChiTown Movies

Chicago, IL

Baby Wants Candy! The Original Completely Improvised Musical

Baby Wants Candy! The Original Completely Improvised Musical

The Second City

Chicago, IL

Baby Wants Candy! The Original Completely Improvised Musical

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

Top Gun: Maverick In Concert

Auditorium Theatre - IL

Chicago, IL

Top Gun: Maverick In Concert

Auditorium Theatre - IL

Chicago, IL

Top Gun Maverick in Concert

Auditorium Theatre - IL

Chicago, IL

Top Gun Maverick in Concert

Auditorium Theatre - IL

Chicago, IL

The Garden – Bootleg Tour

Riviera Theatre

Chicago, IL

The Garden – Bootleg Tour

Riviera Theatre

Chicago, IL

Jazz Is Dead Presents - Cortex (18+)

The Vic

Chicago, IL

Jazz Is Dead Presents - Cortex (18+)

The Vic

Chicago, IL

Auditorium Philms Presents: Top Gun: Maverick

The Auditorium

Chicago, IL

Auditorium Philms Presents: Top Gun: Maverick

The Auditorium

Chicago, IL

Sera Cahoone, Edie McKenna

The Hideout

Chicago, IL

Sera Cahoone, Edie McKenna

The Hideout

Chicago, IL

Blood of the Lamb

The Den Theatre

Chicago, IL

Blood of the Lamb

The Den Theatre

Chicago, IL

Mäkelä Conducts Sibelius & Shostakovich

Orchestra Hall, Symphony Center

Chicago, IL

Mäkelä Conducts Sibelius & Shostakovich

Orchestra Hall, Symphony Center

Chicago, IL

EsDeeKid - Council House Rat Tour

Aragon Ballroom

Chicago, IL

EsDeeKid - Council House Rat Tour

Aragon Ballroom

Chicago, IL

Crashing Out Live – Chicago, IL – 2026 Tour

Park West

Chicago, IL

Crashing Out Live – Chicago, IL – 2026 Tour

Park West

Chicago, IL

Sat, Sep 26 · 7:30 PMFrom $37Community

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

Recess

Chicago, IL

Sat, Sep 26 · 7:30 PMFrom $37Community

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

Recess

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

M??kel?? Conducts Sibelius & Shostakovich

M??kel?? Conducts Sibelius & Shostakovich

Symphony Center-IL

Chicago, IL

M??kel?? Conducts Sibelius & Shostakovich

Symphony Center-IL

Chicago, IL

Sat, Sep 26 · 7:30 PMFrom $36.22Community

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

Recess

Chicago, IL

Sat, Sep 26 · 7:30 PMFrom $36.22Community

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

Recess

Chicago, IL

Sat, Sep 26 · 7:30 PM$12.83Comedy

Powerpoint Night Live!

The Lincoln Lodge

Chicago, IL

Sat, Sep 26 · 7:30 PM$12.83Comedy

Powerpoint Night Live!

The Lincoln Lodge

Chicago, IL

Juanes: World Tour

Rosemont Theatre

Chicago, IL

Juanes: World Tour

Rosemont Theatre

Chicago, IL

Foster The People: Good Mourning Sunshine Tour

Sat, Sep 26 · 8:00 PMSports

Foster The People: Good Mourning Sunshine Tour

Huntington Bank Pavilion at Northerly Island

Chicago, IL

Sat, Sep 26 · 8:00 PMSports

Foster The People: Good Mourning Sunshine Tour

Huntington Bank Pavilion at Northerly Island

Chicago, IL