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Upcoming Chicago Events

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ComedySportz Chicago
May17
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 17th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Las Locas Comedy Presents: Sabado Night Laughs
May17
Music & Comedy

Las Locas Comedy Presents: Sabado Night Laughs

Sabado Night Laughs is back with a night of comedy from Chicago’s funniest locas, locos, and honorary locas/os! Every month, Las Locas Comedy & Pa…

Saturday, May 17th
8:00 p.m.9:30 p.m.
The Pocket at Surge Billiards Logan Square
3716 W. Fullerton Ave.
Chicago Cop Macbeth
May17
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 17th
8:00 p.m.10:00 p.m.
Otherworld Theatre
3914 N. Clark St.
Anthony Hamilton & Vivian Green
May17
Music & Comedy

Anthony Hamilton & Vivian Green

Anthony Hamilton and Vivian Green will perform at The Chicago Theatre on May 17 with special guest Jadon Giuseppe!

Saturday, May 17th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
May17
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 17th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Em Brown at The Comedy Bar
May17
Music & Comedy

Em Brown at The Comedy Bar

Em Brown began his comedy career while attending college in a small town in Southern Illinois. After graduating, he returned to Chicago, where he quickly…

Saturday, May 17th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
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
Best Of Annoyance Sketch
May17
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 17th
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
May17
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 17th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May17
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 17th
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
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
Marriott Theatre Presents: Titanic The Musical
May18
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, May 18th
Marriott Theatre
10 Marriott Dr.
Teatro Zinzanni
May18
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, May 18th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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.
GO DOG GO! • VE PERRO ¡VE!
May18
Theatre & Performing Arts

GO DOG GO! • VE PERRO ¡VE!

Come along with these delightful dogs as they drive, swim, play baseball and make their way to the big dog party — all in a…

Sunday, May 18th
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
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
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