Skip to consent to cookiesSkip navigation
Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Style Improv
May31
Music & Comedy, Theatre & Performing Arts

Chicago Style Improv

Get ready to experience “classic” improvisation that will leave you laughing long after the curtains close! Combining lightning-fast wit, razor-sharp skills, and boundless creativity, Chicago…

Saturday, May 31st
8:00 p.m.9:00 p.m.
The Revival
906 S Wabash Ave
The Lincoln Lodge
May31
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, May 31st
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Evanston Salt Costs Climbing
May31
Theatre & Performing Arts

Evanston Salt Costs Climbing

Winters keep getting worse in Evanston, IL, where salt truck drivers Peter and Basil battle the ice and snow and pass the time with jokes…

Saturday, May 31st
8:00 p.m.9:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
Galileo
May31
Theatre & Performing Arts

Galileo

Galileo is a humanizing and compelling portrait of the great scientist, torn between his scientific principles and his desire for the comfortable life that compliance with…

Saturday, May 31st
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland St.
ComedySportz Chicago
May31
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, May 31st
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chicago Cop Macbeth
May31
Theatre & Performing Arts

Chicago Cop Macbeth

The Conspirators present Chicago Cop Macbeth by William Shakespeare, adapted and directed by Wm. Bullion, at the Otherworld Theatre, 3914 N. Clark St., May 16…

Saturday, May 31st
8:00 p.m.10:00 p.m.
Otherworld Theatre
3914 N. Clark St.
Everything You Need To Know About Abortion in One Hour or Less
May31
Theatre & Performing Arts

Everything You Need To Know About Abortion in One Hour or Less

Set in an Oklahoma high school in December 2023, Everything You Need to Know About Abortion in One Hour or Less tells the story of three educators…

Saturday, May 31st
8:00 p.m.10:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
From the Ground, Up: A contemporary circus show
May31
Theatre & Performing Arts

From the Ground, Up: A contemporary circus show

The Aloft Youth Ensemble presents it’s third contemporary circus show: “From the Ground, Up” Directed by Kristi Alyssa and Rachel Nesnevich. The Aloft Youth Ensemble is…

Saturday, May 31st
8:30 p.m.9:30 p.m.
aloft circus arts
3324 West Wrightwood Avenue
Here 4 A Bit *Naughty Improv
May31
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, May 31st
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky
May31
Tours & Attractions

Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in…

Saturday, May 31st
9:00 p.m.10:30 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Best Of Annoyance Sketch
May31
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, May 31st
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
May31
Music & Comedy, Theatre & Performing Arts

LET’S PLAY A GAME: Chicago’s scariest short-form show

Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…

Saturday, May 31st
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May31
Music & Comedy, Theatre & Performing Arts

The Orbit

The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…

Saturday, May 31st
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Franz West: Millennium Park
Jun1
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Sunday, June 1st
Millennium Park
201 E Randolph St
Marriott Theatre Presents: Titanic The Musical
Jun1
Theatre & Performing Arts

Marriott Theatre Presents: Titanic The Musical

Chicagoland’s longest running musical theatre, Marriott Theatre, continues its 50th Anniversary Season celebration with the epic production of Titanic The Musical, directed and choreographed by…

Sunday, June 1st
Marriott Theatre
10 Marriott Dr.
See Chicago Dance’s Chicago Dance Month Returns This June
Jun1
Theatre & Performing Arts

See Chicago Dance’s Chicago Dance Month Returns This June

See Chicago Dance, the dance industry’s nonprofit service organization celebrating its 20th anniversary in 2025, is proud to announce that its popular annual offering, Chicago…

Sunday, June 1st
Various locations
Teatro Zinzanni
Jun1
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Sunday, June 1st
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
Jun1
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, June 1st
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Jun1
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, June 1st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Jun1
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, June 1st
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Seeing Connections: The Art of Richard Penn
Jun1
Museums, Galleries & Exhibitions

Seeing Connections: The Art of Richard Penn

Inspiration for art can come from many sources. Retired University of Chicago Medicine neurosurgeon and artist Richard Penn finds inspiration in nature, philosophy, science, and…

Sunday, June 1st
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Dressed in History: A Costume Collection Retrospective
Jun1
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Sunday, June 1st
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Flight of Butterflies
Jun1
Museums, Galleries & Exhibitions

Flight of Butterflies

ntroducing the Flight of Butterflies! This city-wide exhibit merges nature, art, and story telling, creating a memorable experience for all in Chicago. Local artists adorn…

Sunday, June 1st
10:00 a.m.4:00 p.m.
Tom Torluemke: LIVE! ON PAPER, 1987 – 2024
Jun1
Museums, Galleries & Exhibitions

Tom Torluemke: LIVE! ON PAPER, 1987 – 2024

Tom Torluemke is a contemporary artist whose practice spans 40+ years and includes works in painting, drawing, sculpture, performance, and various mediums. Tom is known…

Sunday, June 1st
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide