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Upcoming Chicago Events

Check out what's happening all around Chicago.

Division Street Farmers Market
May22
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.

Thursday, May 22nd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Peter Pan at Chicago Kids Company
May22
Music & Comedy

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Thursday, May 22nd
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Fleurs de Villes Downton Abbey
May22
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Fleurs de Villes Downton Abbey

Fusing floral design and bespoke fashion, global sensation Fleurs de Villes returns to 900 North Michigan Shops May 21-25 with new show Fleurs de Villes Downton Abbey – a fresh…

Thursday, May 22nd
11:00 a.m.6:00 p.m.
900 North Michigan Shops
900 North Michigan Avenue
Teatro Zinzanni
May22
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…

Thursday, May 22nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Broken Planet Show
May22
Music & Comedy, Theatre & Performing Arts

Broken Planet Show

The Absurd Cabaret of Apocalyptic Proportions.  Comedy, Circus and Indie Cosmic Lunacy  An ever-changing riot of world-class weirdos hellbent on healing our planetary divide.  Interactive,…

Thursday, May 22nd
7:00 p.m.8:30 p.m.
The Revival
906 S Wabash Ave
Nikki Glaser: Alive And Unwell Tour
May22
Music & Comedy

Nikki Glaser: Alive And Unwell Tour

Nikki Glaser will bring the ALIVE AND UNWELL TOUR to The Chicago Theatre on May 22, May 31 and June 1.

Thursday, May 22nd
7:00 p.m.9:00 p.m.
Chicago Theatre
Duluth: An Improvised Midwest Murder
May22
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Inspired by the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will…

Thursday, May 22nd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Duluth: An Improvised Midwest Murder
May22
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Inspired by the classic film, “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will…

Thursday, May 22nd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Sydney Castillo at The Comedy Bar
May22
Music & Comedy

Sydney Castillo at The Comedy Bar

Sydney Castillo is a stand-up comedian, actor, producer, and writer. He most recently wrote on HBO’s GAME THEORY and VH1’s CELEBRITY SQUARES. He was part of…

Thursday, May 22nd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Post Malone: The BIG ASS Stadium Tour
May22
Music & Comedy

Post Malone: The BIG ASS Stadium Tour

Post Malone announced his upcoming tour includes a show at Wrigley Field in 2025! His debut performance at the Friendly Confines is scheduled for Thursday,…

Thursday, May 22nd
7:30 p.m.10:30 p.m.
Wrigley Field
1060 West Addison Street
Secret Family
May22
Music & Comedy

Secret Family

Secret Family is a sketch comedy group that’s exactly like a real family, only our drama and infighting is mostly pretend, and our love for…

Thursday, May 22nd
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Improvsed DCOM
May22
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, May 22nd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Lust for Life, Rock n’ Roll Burlesque, Returns to Lemon
May22
Music & Comedy, Theatre & Performing Arts

Lust for Life, Rock n’ Roll Burlesque, Returns to Lemon

Lust for Life: A Rock-Out BurlyQ Revue is back May 22nd and READY TO ROCK THROUGH YOUR THIRSTY THURSDAY in their brand new home, Lemon!…

Thursday, May 22nd
9:00 p.m.10:30 p.m.
Lemon, 1600 W Grand Ave
1600 W Grand Ave
Thursday Night Standup at Laugh Factory Chicago
May22
Music & Comedy

Thursday Night Standup at Laugh Factory Chicago

Chicago’s Best Standup Comedy is back better than ever. We’ve compiled the absolute best standup comedy lineup that you will see in the city. Today’s…

Thursday, May 22nd
9:00 p.m.10:30 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Division Street Farmers Market
May23
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.

Friday, May 23rd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Fleurs de Villes Downton Abbey
May23
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Fleurs de Villes Downton Abbey

Fusing floral design and bespoke fashion, global sensation Fleurs de Villes returns to 900 North Michigan Shops May 21-25 with new show Fleurs de Villes Downton Abbey – a fresh…

Friday, May 23rd
11:00 a.m.6:00 p.m.
900 North Michigan Shops
900 North Michigan Avenue
The Official AC/DC High Voltage Pop-Up Storms Into Chicago and Cleveland
May23
Festivals, Fairs & Special Events

The Official AC/DC High Voltage Pop-Up Storms Into Chicago and Cleveland

The Official AC/DC High Voltage Pop-Up Storms Into Chicago and Cleveland Only a Few Stops Remain on the North American Leg of the PWR/UP Tour…

Friday, May 23rd
12:00 p.m.10:00 p.m.
329 N Dearborn St., Chicago, IL 60654
329 N Dearborn St.
40th Annual Belmont-Sheffield Music Fest – May 23-25
May23
Festivals, Fairs & Special Events

40th Annual Belmont-Sheffield Music Fest – May 23-25

CHICAGO (May 2025)—Celebrate the beginning of summer in the city at the 40th annual Belmont-Sheffield Music Fest, on Sheffield between Roscoe and Belmont, May 23-25.…

Friday, May 23rd
5:00 p.m.10:00 p.m.
3200 N. Sheffield Avenue, Chicago 60657
3200 N. Sheffield Avenue
Chicago Style Improv
May23
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…

Friday, May 23rd
6:00 p.m.7:00 p.m.
The Revival
906 S Wabash Ave
Wicker Park Bucktown’s “First Fridays” Art Walk
May23
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, May 23rd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Teatro Zinzanni
May23
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…

Friday, May 23rd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May23
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Friday, May 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Every Brilliant Thing
May23
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Friday, May 23rd
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
ComedySportz Chicago
May23
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…

Friday, May 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
bean-night

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