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Upcoming Chicago Events

Check out what's happening all around Chicago.

4th Annual Lincoln Park Mayfest
May17
Festivals, Fairs & Special Events

4th Annual Lincoln Park Mayfest

As Chicago’s premiere summer kickoff event, Lincoln Park Mayfest is a lively celebration of the neighborhood’s spirit and talent. Enjoy performances from top local bands…

Saturday, May 17th
12:00 p.m.10:00 p.m.
1000 W Armitage Ave
Shadow of the Colossus 20th Anniversary
May17
Museums, Galleries & Exhibitions

Shadow of the Colossus 20th Anniversary

Shadow of the Colossus 20th Anniversary May 3 – June 29, 2025 Hours: Saturdays and Sunday 2-5pm General Admission: $8 (Ages 13+) Kids Admission $5…

Saturday, May 17th
2:00 p.m.5:00 p.m.
Chicago Gamespace
2418 W Bloomingdale Ave Apt 101
Reimagining Cabaret: Bronzeville Edition
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Reimagining Cabaret: Bronzeville Edition

Step into an unforgettable evening of music, storytelling, and soul as Lynn Colbert-Jones presents her dynamic cabaret concert. Blending powerful vocals, heartfelt narratives, and a…

Saturday, May 17th
7:30 p.m.
Haven Entertainment Center
932 East 43rd Street
I’m M$. B’havin with my $exagenarian$
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

I’m M$. B’havin with my $exagenarian$

The music and entertainment of I’m M$. B’Havin and her Sexagenarians’ band is a unique blend of Blues, Jazz, R&B and a good time for…

Saturday, May 17th
9:00 p.m.11:30 p.m.
The Tonk
1800 S Racine Ave
Franz West: Millennium Park
May18
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, May 18th
Millennium Park
201 E Randolph St
Two hundred fifty one days
May18
Museums, Galleries & Exhibitions

Two hundred fifty one days

Two hundred fifty one days, a solo exhibition by Bryana Bibbs, is an artist’s exploration of loss, ancestry, time, and memory. The show’s title references…

Sunday, May 18th
Chicago Cultural Center
78 E Washington St
Wolff’s Flea Market Opening Day
May18
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, May 18th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
May18
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, May 18th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Seeing Connections: The Art of Richard Penn
May18
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, May 18th
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Midwest Bonsai Society 19th Annual May Bonsai Exhibit
May18
Museums, Galleries & Exhibitions

Midwest Bonsai Society 19th Annual May Bonsai Exhibit

The Midwest Bonsai Society May Exhibit is pleased to announce that it is going into its 19th year in 2025.  It is known for its…

North Suburbs

Event details
Sunday, May 18th
9:00 a.m.5:00 p.m.
Chicago Botanic Garden
1000 Lake Cook Rd.
Dressed in History: A Costume Collection Retrospective
May18
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, May 18th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Maxwell Street Market
May18
Festivals, Fairs & Special Events

Maxwell Street Market

Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.

Sunday, May 18th
10:00 a.m.3:00 p.m.
Maxwell Street Market
800 S. Desplaines St.
Flight of Butterflies
May18
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, May 18th
10:00 a.m.4:00 p.m.
Resilience—A Sansei Sense of Legacy
May18
Museums, Galleries & Exhibitions

Resilience—A Sansei Sense of Legacy

In 1942, in response to the bombing of Pearl Harbor by Japanese forces, President Franklin Roosevelt signed into law Executive Order 9066. The law ordered…

Sunday, May 18th
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum & Education Center
9603 Woods Drive
Fourth Annual Pullman Railroad Days
May18
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Fourth Annual Pullman Railroad Days

Step into history at the Fourth Annual Pullman Railroad Days! The Fourth Annual Pullman Railroad Days is arriving May 17~18, 2025 with a station full…

Sunday, May 18th
10:00 a.m.5:00 p.m.
Pullman National Historic Park
614 E. 113th Street
Dan Nadel and Chris Ware on Robert Crumb
May18
Festivals, Fairs & Special Events

Dan Nadel and Chris Ware on Robert Crumb

Robert Crumb’s comics inspired generations of readers and cartoonists. Join us as curator and cultural writer Dan Nadel — who just published the first biography…

Sunday, May 18th
10:30 a.m.11:30 a.m.
Chicago History Museum
1601 N. Clark St.
The Swingin Sisters: Swingin thru the 60’s
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Swingin Sisters: Swingin thru the 60’s

The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…

Sunday, May 18th
12:00 p.m.1:30 p.m.
Le Piano
6970 N. Glenwood Ave.
Free Art Show on largest LED wall in Chicago
May18
Museums, Galleries & Exhibitions, Tours & Attractions

Free Art Show on largest LED wall in Chicago

The exhibition Four Techspressionist Artists is on view at 150 Media Stream in Chicago from April 28 to July 20, 2025. 150 Media Stream is an exciting venue…

Sunday, May 18th
12:00 p.m.5:00 p.m.
150 Media Stream
150 N Riverside Plaza
Windy City Margarita Fest
May18
Festivals, Fairs & Special Events, Music & Comedy

Windy City Margarita Fest

Windy City Margarita Fest is back, so mark your calendars! We’re serving up 15+ kinds of margaritas—from OG classics to new flavors that’ll hit just…

Sunday, May 18th
12:00 p.m.8:00 p.m.
Pilsen
1400 W. Cermak Road
4th Annual Lincoln Park Mayfest
May18
Festivals, Fairs & Special Events

4th Annual Lincoln Park Mayfest

As Chicago’s premiere summer kickoff event, Lincoln Park Mayfest is a lively celebration of the neighborhood’s spirit and talent. Enjoy performances from top local bands…

Sunday, May 18th
12:00 p.m.9:00 p.m.
1000 W Armitage Ave
Spring Fun Fest at Parkway Bank Park
May18
Festivals, Fairs & Special Events

Spring Fun Fest at Parkway Bank Park

Families are invited to Parkway Bank Park on Sunday, May 18, from 1 p.m. to 5 p.m. for an afternoon of springtime fun with the…

Sunday, May 18th
1:00 p.m.5:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Buena Park PorchFest
May18
Festivals, Fairs & Special Events, Music & Comedy

Buena Park PorchFest

Enjoy a Sunday afternoon strolling through Buena Park and enjoying live music on front porches, courtyards, and gardens while connecting with the community! Join us…

Sunday, May 18th
1:00 p.m.5:30 p.m.
Buena Park
Gaijin Matsuri
May18
Festivals, Fairs & Special Events

Gaijin Matsuri

Join Gaijin for our third annual celebration of springtime, community, cuisine and culture, in partnership with Suntory Global Spirits, the Japan America Society of Chicago,…

Sunday, May 18th
1:00 p.m.7:00 p.m.
Gaijin
950 W Lake St
Andy Bossov & Friends Celebrate Allan Sherman at 100!
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Andy Bossov & Friends Celebrate Allan Sherman at 100!

Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…

Sunday, May 18th
2:00 p.m.3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
bean-night

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