Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city this month in Chicago.

This weekend in Chicago is jam-packed with artisan markets, jaw-dropping art exhibits, riveting live theatre, family-friendly activities, exciting sports events, and so much more.

Check out just a few of the top things to do this weekend in Chicago, May 2 – 4, 2025.

Comic Book Day Comic Shop Crawl
May 3
Comic Book Day Comic Shop Crawl

Every year, on the first Saturday in May, the industry comes together to give away free comics and encourage both curious, first-time comic book readers…

Saturday May 3, 2025
Goblin Market Manga & Curiosities
2868 N Lincoln Ave
Chicago Fire FC vs. Orlando City SC
May 3
Saturday May 3, 2025
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Ed Helms on SNAFU
May 3
Ed Helms on SNAFU

Actor, comedian, writer, and producer Ed Helms is perhaps best known for his roles as Andy Bernard on The Office and Stu Price in The…

Saturday May 3, 2025
First United Methodist Church at the Chicago Temple
77 W Washington St
South Chicago Dance Theatre
May 3
South Chicago Dance Theatre

Experience "note by note precision" (Dance Magazine) with South Chicago Dance Theatre in their return to The Auditorium stage. Be moved by an electric fusion of classical and…

May 3, 2025
Auditorium Theatre
50 East Ida B. Wells Drive
Heather McMahan – Bamboozled Tour
May 3
Heather McMahan – Bamboozled Tour

Heather McMahan will bring The Bamboozled Tour to The Chicago Theatre on Saturday, May 3.

Saturday May 3, 2025
The Chicago Theatre
175 N. State
Marché Privé
May 3
Marché Privé

 Marché Privé, a curated luxury pop-up market, is proud to announce its returning event celebrating Chicago's BIPOC creative entrepreneurs. Scheduled to coincide with Derby Day,…

Saturday May 3, 2025
The Promontory
5311 S. Lake Park Ave. W
Chicago Spring Market
May 3 – 4
Chicago Spring Market

Markets for Makers is coming back to Artifact Events in Chicago on Saturday May 3 & Sunday May 4 from 11am - 5pm both days!…

May 3 – 4, 2025
Artifact Events
4325 North Ravenswood Avenue
May Mercadito Artisan Fair
May 3
May Mercadito Artisan Fair

The Mercadito (Spanish for “minimarket”) is a craft fair that showcases artist vendors offering a diverse range of handmade crafts. Visitors will find unique artisanal…

Saturday May 3, 2025
GROW/PROGRESANDO
7056 N Clark St
Chicago White Sox vs. Houston Astros
May 3
Friday May 2, 2025
Guaranteed Rate Field
333 W 35th St
The Terror Cottas and Chicago Park District Present “The Ostrich”
May 3 – 4
The Terror Cottas and Chicago Park District Present “The Ostrich”

The Terror Cottas and Chicago Park District are pleased to announce the world premiere of The Ostrich, written by Wendy A. Schmidt and directed by…

May 3 – 17, 2025
Berger Park’s North Mansion
Choral, Marlena Novak & Jay Yim – Photography Courtesy of Art on theMART (3)
May 2 – 4
ART on THE MART

ART on THE MART is one of the world’s largest digital art platforms that transforms an architectural landmark into a permanent, larger-than-life canvas. A shining example of Chicago’s long-standing commitment to public art, ART on THE MART brings cutting-edge video mapping techniques to Chicago’s Riverwalk, displaying projections of contemporary art across the 2.5-acre façade of THE MART.

Friday April 25, 2025 — Sunday June 1, 2025
Doc10 Film Festival
May 2 – 4
Doc10 Film Festival

Doc10 is Chicago’s only all-documentary film festival and provides an engaging experience for its audiences, reaching thousands of local cinephiles over the last nine years.…

April 25 – May 4
Davis Theater, Chicago
4614 North Lincoln Avenue
Scott Joplin’s Treemonisha — A Musical Reimagining
May 4
Scott Joplin’s Treemonisha — A Musical Reimagining

Accessibility Services: ASL interpretation and audio description will be available on Saturday, May 3, 2025 An extraordinary core creative team of Black women artists, brought…

May 4, 2025
South Asian Music Ensemble
May 4
South Asian Music Ensemble

The South Asian Music Ensemble’s spring concert showcases the entire ensemble, featuring instrumentalists, singers, and dancers. The program highlights South Asian raga-based music with themes…

May 4, 2025
Logan Center for the Arts – Penthouse, 901
915 E 60th St
Black Oak Ensemble
May 4
Black Oak Ensemble

About the Performance A kaleidoscopic string trio that “fully inhabits the spirit of the works they are playing in the moment, with as ardent a…

Sunday May 4, 2025
Ravinia Festival
418 Sheridan Road
Chicago Greeter InstaGreeter Walks of the Loop
May 2 – 4
Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago's top sights? Let InstaGreeter take you on a free hour-long guided…

May 2 – 4, 2025
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Berlin
May 2 – 4
Berlin

Berlin is an unforgettable mosaic of intersecting narratives set amidst the decline of Weimar Germany. This original commission brings Jason Lutes's exhilarating and acclaimed graphic novel…

April 19 — May 11, 2025
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Frida Kahlo
May 2 – 4
Frida Kahlo’s Month in Paris

Don’t miss the first-ever exhibition of Kahlo’s work at one of the most renowned art museums in the world.

Saturday March 29, 2025 — Sunday July 13, 2025

Art Institute of Chicago

Spring Flower Show at Garfield Park Conservatory
May 2 – 4
Spring Flower Show at Garfield Park Conservatory

This year’s Spring Flower Show, "Rooted in Mystery” explores the critical parts of plants that we don’t usually see – the roots! In addition to…

Garfield Park

Event details
Feb. 22 – May 7, 2025
Garfield Park Conservatory
300 N. Central Park Ave.
Dressed in History: A Costume Collection Retrospective
May 2 – 4
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…

Nov. 8 – July 27, 2025
Chicago History Museum
1601 N. Clark St.

Explore our events calendar for more Chicago events and happenings.

Please note that all events are subject to change.