Events in Chicago , Illinois

18 Hole Play

Indian Boundary Golf Course · Chicago

Sun, Sep 27 · 1:00 PM

Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place · Chicago

Sun, Sep 27

Food & Drink

Gateway to The West Loop Food Tour

Formento's · Chicago

Sun, Sep 27

Food & Drink

Street Foods of Pilsen Food Tour

5 Rabanitos · Chicago

Sun, Sep 27 · 1:00 PM

Kokandy Productions Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place · Chicago

Sun, Sep 27 · 1:00 PM

Sunday Brunch Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago · Chicago · From $17.36

Sun, Sep 27 · 1:00 PM

Playwriting from Memory and Place Workshop

National Museum of Mexican Art · Chicago · $12.51

Sun, Sep 27 · 1:00 PM

Open Mat Chicago

BTS Chicago Avondale venue · Chicago · $10

Sun, Sep 27

Chicago Greeter – Loop InstaGreeter

Chicago Cultural Center · Chicago · Free

Sun, Sep 27

GH Filipino Martial Arts

Rizal Center · Chicago · Free

Sun, Sep 27 · 1:30 PM

Sunday Sipping & Stitching

Rogers Park Chicago Public Library · Chicago

Sun, Sep 27 · 1:45 PM

Chicago Meet Gay Professionals Climbing Ranks

VFH4+PX Chicago · Chicago

Sun, Sep 27 · 1:49 PM

Madison Character Matched Online Dating for Introverts

1126 E Hyde Park Blvd · Chicago

Sun, Sep 27

The Goodman Premieres The 7 Fingers' THE ATTIC – THINGS I'VE SEEN WHILE LYING ON MY BACK

Goodman Albert Theatre · Chicago

Sun, Sep 27

Trivia & Games

Late Nite Catechism Trivia Bingo

Stars and Garters Theater · Chicago

Sun, Sep 27 · 2:00 PM

Festival

The 2026 Avondale Harvest and Heritage Festival

Brands Park · Chicago

Sun, Sep 27 · 2:00 PM

#119: Take What You Can by Naima Coster + 10th Anniversary Celebration

Manning Branch, Chicago Public Library · Chicago

Sun, Sep 27 · 2:00 PM

Play On!

Chicago Shakespeare Theater · Chicago

Sun, Sep 27

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field · Chicago

Sun, Sep 27 · 2:10 PM

Chicago White Sox vs. Colorado Rockies

Rate Field · Chicago

Sun, Sep 27 · 2:30 PM

Vape! The Grease Parody

Apollo Theater · Chicago

Sun, Sep 27

Black Girl From a White Suburb

American Blues Theater · Chicago

Sun, Sep 27 · 2:30 PM

Festival

Visit to Lincoln Park Fall Fest

Lincoln Conservatory · Chicago

Sun, Sep 27 · 3:00 PM

Eureka Day

Citadel Theatre Lake Forest · Chicago

Sun, Sep 27

Shane

city lit theater · Chicago

Sun, Sep 27

Idle Muse Theatre Company Presents “Witch”

The Edge Off Broadway Theatre · Chicago

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

Sun, Sep 27

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

The Den Theatre · Chicago

Sun, Sep 27 · 3:00 PM

Film

Aladerri Film Fest 2026 - BLOCK # 11

Facets · Chicago · $17.85

Sun, Sep 27

Food & Drink

Natties and Patties Food Pop Up

Central Park Bar · Chicago

Sun, Sep 27

History Lessons: Osage Nation

National Public Housing Museum · Chicago · Free

Sun, Sep 27

Festival

The 37th Annual Rhinoceros Theater Festival Returns September 20 – October 26 at Four Chicago Venues

Facility Theatre · Chicago

Sun, Sep 27 · 3:00 PM

Chopin In Winter - Limited Engagement

Chopin Theatre · Chicago · $28.52

Sun, Sep 27

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

Redtwist Theatre · Chicago

Sun, Sep 27

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater · Chicago

Sun, Sep 27 · 4:00 PM

Speakeasy House Radio: DJ Heather, Aman Ster, MARRIO

Le Nocturne Chicago · Chicago · From $15

Sun, Sep 27

City of Confidence Fashion Experience: Hope in Motion

Navy Pier · Chicago

Sun, Sep 27 · 5:00 PM

Film

Aladerri Film Fest 2026 - BLOCK # 12

Facets · Chicago · $17.85

Sun, Sep 27 · 5:00 PM

Chicago Virtual Sparks Local Singles Mixer

chicago 523959 · Chicago

Sun, Sep 27

I am the Wind

Theatre Y · Chicago

Sun, Sep 27 · 5:30 PM

Dying Fetus & Sanguisugabogg

House of Blues Chicago · Chicago

Sun, Sep 27 · 5:30 PM

Mike Wheeler Blues Band/Sheryl Youngblood Blues Band

Kingston Mines - Chicago Blues Center · Chicago

Sun, Sep 27

Acoustic Set TBA - 5:30pm

Kingston Mines · Chicago

Sun, Sep 27

Living Room Sessions

aliveOne · Chicago

Sun, Sep 27

Malarkey Comedy Expo League

Malarkey Comedy · Chicago

Sun, Sep 27

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

Intuit Art Museum · Chicago

Sun, Sep 27

Illinois Rock and Roll Hall of Fame Induction Ceremomy

Harris Theater for Music and Dance · Chicago

Sun, Sep 27 · 6:00 PM

Chicago Speed Dating | Ages 36-48 | Fancy a Go?

Recess · Chicago · From $37

Sun, Sep 27 · 6:00 PM

Malik Collective: Chapter I - Born Beyond Continents Fashion Show

Experience 868 Events · Chicago · From $60.54

Sun, Sep 27

Marquee: Musical Improv

The iO Theater · Chicago

Sun, Sep 27

1st Set With Russ Phillips Quartet

Andy's Jazz Club & Restaurant · Chicago

Sun, Sep 27 · 6:30 PM

Sunday September 27: Jay Washington

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

Sun, Sep 27

Sheryl Youngblood - North Stage - 6:30pm

Kingston Mines · Chicago

Sun, Sep 27

Jekyll& Hyde

Broadway Playhouse at Water Tower Place · Chicago

Sun, Sep 27 · 7:00 PM

The Polish Ambassador

Garcia's Chicago · Chicago

Sun, Sep 27 · 7:00 PM

Cavetown with Chloe Moriondo - Running With Scissors Tour

The Salt Shed Indoors (Shed) · Chicago

Sun, Sep 27

Pandemonium, Please Hold

The Second City · Chicago

Sun, Sep 27

Reality Detox: The Improv Experience

The Second City · Chicago

Sun, Sep 27 · 7:00 PM

SEPTEMBER 27th: UnoTheActivist Live in Chicago, IL with SID SHYNE

Bookclub Chicago · Chicago · From $49.86

Sun, Sep 27 · 7:00 PM

Vader, Jungle Rot, Fleshcrawl, Trash Panda

Reggies Rock Club · Chicago

Sun, Sep 27 · 7:00 PM

Sun, Sep 27 · 12:00 PMSports

Mama Dea's Jukebox: A Musical Tribute to Tyler Perry in Chicago!

CITY WINERY CHICAGO · Chicago · Free

18 Hole Play

Indian Boundary Golf Course

Chicago, IL

Sun, Sep 27 · 12:00 PMSports

18 Hole Play

Indian Boundary Golf Course

Chicago, IL

Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place

Chicago, IL

Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place

Chicago, IL

Gateway to The West Loop Food Tour

Formento's

Chicago, IL

Gateway to The West Loop Food Tour

Formento's

Chicago, IL

Street Foods of Pilsen Food Tour

5 Rabanitos

Chicago, IL

Street Foods of Pilsen Food Tour

5 Rabanitos

Chicago, IL

Kokandy Productions Jekyll & Hyde (Chicago)

Kokandy Productions Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place

Chicago, IL

Kokandy Productions Jekyll & Hyde (Chicago)

Broadway Playhouse at Water Tower Place

Chicago, IL

Sun, Sep 27 · 1:00 PMFrom $17.36Comedy

Sunday Brunch Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Sun, Sep 27 · 1:00 PMFrom $17.36Comedy

Sunday Brunch Stand Up Comedy at Laugh Factory Chicago

Laugh Factory Chicago

Chicago, IL

Sun, Sep 27 · 1:00 PM$12.51Art

Playwriting from Memory and Place Workshop

National Museum of Mexican Art

Chicago, IL

Sun, Sep 27 · 1:00 PM$12.51Art

Playwriting from Memory and Place Workshop

National Museum of Mexican Art

Chicago, IL

Sun, Sep 27 · 1:00 PM$10Sports

Open Mat Chicago

BTS Chicago Avondale venue

Chicago, IL

Sun, Sep 27 · 1:00 PM$10Sports

Open Mat Chicago

BTS Chicago Avondale venue

Chicago, IL

Sun, Sep 27FREECommunity

Chicago Greeter – Loop InstaGreeter

Chicago Cultural Center

Chicago, IL

Free →

Sun, Sep 27FREECommunity

Chicago Greeter – Loop InstaGreeter

Chicago Cultural Center

Chicago, IL

Sun, Sep 27FREESports

GH Filipino Martial Arts

Rizal Center

Chicago, IL

Free →

Sun, Sep 27FREESports

GH Filipino Martial Arts

Rizal Center

Chicago, IL

Sun, Sep 27 · 1:30 PMArt

Sunday Sipping & Stitching

Rogers Park Chicago Public Library

Chicago, IL

Sun, Sep 27 · 1:30 PMArt

Sunday Sipping & Stitching

Rogers Park Chicago Public Library

Chicago, IL

Sun, Sep 27 · 1:45 PMCommunity

Chicago Meet Gay Professionals Climbing Ranks

Chicago Meet Gay Professionals Climbing Ranks

VFH4+PX Chicago

Chicago, IL

Sun, Sep 27 · 1:45 PMCommunity

Chicago Meet Gay Professionals Climbing Ranks

Chicago Meet Gay Professionals Climbing Ranks

VFH4+PX Chicago

Chicago, IL

Sun, Sep 27 · 1:49 PMCommunity

Madison Character Matched Online Dating for Introverts

Madison Character Matched Online Dating for Introverts

1126 E Hyde Park Blvd

Chicago, IL

Sun, Sep 27 · 1:49 PMCommunity

Madison Character Matched Online Dating for Introverts

Madison Character Matched Online Dating for Introverts

1126 E Hyde Park Blvd

Chicago, IL

The Goodman Premieres The 7 Fingers' THE ATTIC – THINGS I'VE SEEN WHILE LYING ON MY BACK

Goodman Albert Theatre

Chicago, IL

The Goodman Premieres The 7 Fingers' THE ATTIC – THINGS I'VE SEEN WHILE LYING ON MY BACK

Goodman Albert Theatre

Chicago, IL

Sun, Sep 27Trivia & Games

Late Nite Catechism Trivia Bingo

Stars and Garters Theater

Chicago, IL

Sun, Sep 27Trivia & Games

Late Nite Catechism Trivia Bingo

Stars and Garters Theater

Chicago, IL

Sun, Sep 27 · 2:00 PMFestival

The 2026 Avondale Harvest and Heritage Festival

Brands Park

Chicago, IL

Sun, Sep 27 · 2:00 PMFestival

The 2026 Avondale Harvest and Heritage Festival

Brands Park

Chicago, IL

Sun, Sep 27 · 2:00 PMCommunity

#119: Take What You Can by Naima Coster + 10th Anniversary Celebration

Manning Branch, Chicago Public Library

Chicago, IL

Sun, Sep 27 · 2:00 PMCommunity

#119: Take What You Can by Naima Coster + 10th Anniversary Celebration

Manning Branch, Chicago Public Library

Chicago, IL

Sun, Sep 27 · 2:00 PMTheater

Play On!

Chicago Shakespeare Theater

Chicago, IL

Sun, Sep 27 · 2:00 PMTheater

Play On!

Chicago Shakespeare Theater

Chicago, IL

Sun, Sep 27Sports

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field

Chicago, IL

Sun, Sep 27Sports

Chicago White Sox vs. Colorado Rockies

Guaranteed Rate Field

Chicago, IL

Sun, Sep 27 · 2:10 PMSports

Chicago White Sox vs. Colorado Rockies

Rate Field

Chicago, IL

Sun, Sep 27 · 2:10 PMSports

Chicago White Sox vs. Colorado Rockies

Rate Field

Chicago, IL

Sun, Sep 27 · 2:30 PMTheater

Vape! The Grease Parody

Apollo Theater

Chicago, IL

Sun, Sep 27 · 2:30 PMTheater

Vape! The Grease Parody

Apollo Theater

Chicago, IL

Black Girl From a White Suburb

American Blues Theater

Chicago, IL

Black Girl From a White Suburb

American Blues Theater

Chicago, IL

Sun, Sep 27 · 2:30 PMFestival

Visit to Lincoln Park Fall Fest

Lincoln Conservatory

Chicago, IL

Sun, Sep 27 · 2:30 PMFestival

Visit to Lincoln Park Fall Fest

Lincoln Conservatory

Chicago, IL

Sun, Sep 27 · 3:00 PMTheater

Eureka Day

Citadel Theatre Lake Forest

Chicago, IL

Sun, Sep 27 · 3:00 PMTheater

Eureka Day

Citadel Theatre Lake Forest

Chicago, IL

Shane

city lit theater

Chicago, IL

Shane

city lit theater

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

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

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, Sep 27 · 3:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 11

Facets

Chicago, IL

Sun, Sep 27 · 3:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 11

Facets

Chicago, IL

Natties and Patties Food Pop Up

Natties and Patties Food Pop Up

Central Park Bar

Chicago, IL

Natties and Patties Food Pop Up

Natties and Patties Food Pop Up

Central Park Bar

Chicago, IL

Sun, Sep 27FREEArt

History Lessons: Osage Nation

National Public Housing Museum

Chicago, IL

Free →

Sun, Sep 27FREEArt

History Lessons: Osage Nation

National Public Housing Museum

Chicago, IL

Sun, Sep 27Festival

The 37th Annual Rhinoceros Theater Festival Returns September 20 – October 26 at Four Chicago Venues

Facility Theatre

Chicago, IL

Sun, Sep 27Festival

The 37th Annual Rhinoceros Theater Festival Returns September 20 – October 26 at Four Chicago Venues

Facility Theatre

Chicago, IL

Sun, Sep 27 · 3:00 PM$28.52Theater

Chopin In Winter - Limited Engagement

Chopin Theatre

Chicago, IL

Sun, Sep 27 · 3:00 PM$28.52Theater

Chopin In Winter - Limited Engagement

Chopin Theatre

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

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater

Chicago, IL

Lucy Darling – Chicago, IL – Simply Darling Tour

Studebaker Theater

Chicago, IL

Sun, Sep 27 · 4:00 PMFrom $15Music

Speakeasy House Radio: DJ Heather, Aman Ster, MARRIO

Le Nocturne Chicago

Chicago, IL

Sun, Sep 27 · 4:00 PMFrom $15Music

Speakeasy House Radio: DJ Heather, Aman Ster, MARRIO

Le Nocturne Chicago

Chicago, IL

City of Confidence Fashion Experience: Hope in Motion

Navy Pier

Chicago, IL

City of Confidence Fashion Experience: Hope in Motion

Navy Pier

Chicago, IL

Sun, Sep 27 · 5:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 12

Facets

Chicago, IL

Sun, Sep 27 · 5:00 PM$17.85Film

Aladerri Film Fest 2026 - BLOCK # 12

Facets

Chicago, IL

Sun, Sep 27 · 5:00 PMCommunity

Chicago Virtual Sparks Local Singles Mixer

Chicago Virtual Sparks Local Singles Mixer

chicago 523959

Chicago, IL

Sun, Sep 27 · 5:00 PMCommunity

Chicago Virtual Sparks Local Singles Mixer

Chicago Virtual Sparks Local Singles Mixer

chicago 523959

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

Dying Fetus & Sanguisugabogg

House of Blues Chicago

Chicago, IL

Dying Fetus & Sanguisugabogg

House of Blues Chicago

Chicago, IL

Get Tickets via TicketWeb →

Mike Wheeler Blues Band/Sheryl Youngblood Blues Band

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

Mike Wheeler Blues Band/Sheryl Youngblood Blues Band

Kingston Mines - Chicago Blues Center

Chicago, IL

TicketWeb

Mike Wheeler Blues Band/Sheryl Youngblood Blues Band

Kingston Mines - Chicago Blues Center

Chicago, IL

Acoustic Set TBA - 5:30pm

Acoustic Set TBA - 5:30pm

Kingston Mines

Chicago, IL

Acoustic Set TBA - 5:30pm

Acoustic Set TBA - 5:30pm

Kingston Mines

Chicago, IL

Living Room Sessions

Living Room Sessions

aliveOne

Chicago, IL

Living Room Sessions

Living Room Sessions

aliveOne

Chicago, IL

Malarkey Comedy Expo League

Malarkey Comedy Expo League

Malarkey Comedy

Chicago, IL

Malarkey Comedy Expo League

Malarkey Comedy Expo League

Malarkey Comedy

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

Illinois Rock and Roll Hall of Fame Induction Ceremomy

Harris Theater for Music and Dance

Chicago, IL

Illinois Rock and Roll Hall of Fame Induction Ceremomy

Harris Theater for Music and Dance

Chicago, IL

Sun, Sep 27 · 6:00 PMFrom $37Community

Chicago Speed Dating | Ages 36-48 | Fancy a Go?

Recess

Chicago, IL

Sun, Sep 27 · 6:00 PMFrom $37Community

Chicago Speed Dating | Ages 36-48 | Fancy a Go?

Recess

Chicago, IL

Sun, Sep 27 · 6:00 PMFrom $60.54Theater

Malik Collective: Chapter I - Born Beyond Continents Fashion Show

Experience 868 Events

Chicago, IL

Sun, Sep 27 · 6:00 PMFrom $60.54Theater

Malik Collective: Chapter I - Born Beyond Continents Fashion Show

Experience 868 Events

Chicago, IL

Marquee: Musical Improv

The iO Theater

Chicago, IL

Marquee: Musical Improv

The iO Theater

Chicago, IL

1st Set With Russ Phillips Quartet

Andy's Jazz Club & Restaurant

Chicago, IL

1st Set With Russ Phillips Quartet

Andy's Jazz Club & Restaurant

Chicago, IL

Sun, Sep 27 · 6:30 PMFrom $33.64Comedy

Sunday September 27: Jay Washington

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sun, Sep 27 · 6:30 PMFrom $33.64Comedy

Sunday September 27: Jay Washington

The Comedy Bar - Chicago Main Stage

Chicago, IL

Sheryl Youngblood - North Stage - 6:30pm

Sheryl Youngblood - North Stage - 6:30pm

Kingston Mines

Chicago, IL

Sheryl Youngblood - North Stage - 6:30pm

Sheryl Youngblood - North Stage - 6:30pm

Kingston Mines

Chicago, IL

Jekyll& Hyde

Broadway Playhouse at Water Tower Place

Chicago, IL

Jekyll& Hyde

Broadway Playhouse at Water Tower Place

Chicago, IL

The Polish Ambassador

Garcia's Chicago

Chicago, IL

The Polish Ambassador

Garcia's Chicago

Chicago, IL

Cavetown with Chloe Moriondo - Running With Scissors Tour

Cavetown with Chloe Moriondo - Running With Scissors Tour

The Salt Shed Indoors (Shed)

Chicago, IL

Cavetown with Chloe Moriondo - Running With Scissors Tour

The Salt Shed Indoors (Shed)

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

Sun, Sep 27 · 7:00 PMFrom $49.86Music

SEPTEMBER 27th: UnoTheActivist Live in Chicago, IL with SID SHYNE

Bookclub Chicago

Chicago, IL

Sun, Sep 27 · 7:00 PMFrom $49.86Music

SEPTEMBER 27th: UnoTheActivist Live in Chicago, IL with SID SHYNE

Bookclub Chicago

Chicago, IL

Get Tickets via TicketWeb →

Vader, Jungle Rot, Fleshcrawl, Trash Panda

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

Vader, Jungle Rot, Fleshcrawl, Trash Panda

Reggies Rock Club

Chicago, IL

TicketWeb

Vader, Jungle Rot, Fleshcrawl, Trash Panda

Reggies Rock Club

Chicago, IL

Sun, Sep 27 · 7:00 PMFREEMusic

Mama Dea's Jukebox: A Musical Tribute to Tyler Perry in Chicago!

CITY WINERY CHICAGO

Chicago, IL

Sun, Sep 27 · 7:00 PMFREEMusic

Free · Eventbrite →

Mama Dea's Jukebox: A Musical Tribute to Tyler Perry in Chicago!

CITY WINERY CHICAGO

Chicago, IL