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Upcoming Chicago Events

Check out what's happening all around Chicago.

Hitch*Cocktails
Sep26
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, September 26th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Dungeons & Dragons: The Twenty-Sided Tavern
Sep27
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Saturday, September 27th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Czech Heritage Week 2025
Sep27
Festivals, Fairs & Special Events, Theatre & Performing Arts

Czech Heritage Week 2025

A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…

Saturday, September 27th
Chicago
Chicago Danztheatre Ensemble Presents Full Circle Festival
Sep27
Theatre & Performing Arts

Chicago Danztheatre Ensemble Presents Full Circle Festival

Chicago Danztheatre Ensemble (CDE) is pleased to announce the plays and artists featured in the reimagined “Full Circle Festival,” September 19-28, at Chicago Danztheatre, 1650…

Saturday, September 27th
Chicago Danztheatre Ensemble
1650 W Foster Ave
Leo Lionni’s Frederick
Sep27
Theatre & Performing Arts

Leo Lionni’s Frederick

While other mice are gathering food for the winter, Frederick daydreams the summer away. But when fall weather comes, it is Frederick who has stored…

Saturday, September 27th
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Hubbard Haus Oktoberfest
Sep27
Festivals, Fairs & Special Events, Music & Comedy

Hubbard Haus Oktoberfest

Hubbard Street turns Bavarian for one unforgettable day. Hubbard Haus Oktoberfest takes over River North with steins, street eats, and Chicago nightlife at full throttle.…

Saturday, September 27th
12:00 p.m.9:00 p.m.
Hubbard Street between LaSalle & Clark
110 W Hubbard St
Chicago Cubs vs. St. Louis Cardinals
Sep27
Saturday, September 27th
1:20 p.m.4:00 p.m.
Wrigley Field
1060 West Addison Street
Big White Fog
Sep27
Theatre & Performing Arts

Big White Fog

Theodore Ward’s Big White Fog is the big shoulders on which A Raisin in the Sun stands. First completed in 1938, funded by the Federal Theatre Project, and influenced…

Saturday, September 27th
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Second Thoughts on ‘Second Chances: Freud and Shakespeare’
Sep27
Theatre & Performing Arts

Second Thoughts on ‘Second Chances: Freud and Shakespeare’

Saturday, September 27th, 2025 Navy Pier 800 E Grand Avenue Chicago, IL 60611 2:00PM Live at the Chicago Shakespeare Theater Stephen Greenblatt & Adam Phillips Second…

Saturday, September 27th
2:00 p.m.4:30 p.m.
Chicago Shakespeare Theater
800 E. Grand Ave.
FashionBar The Shows: October 2025 – Designer Reveal
Sep27
Festivals, Fairs & Special Events, Theatre & Performing Arts

FashionBar The Shows: October 2025 – Designer Reveal

The opening event of FashionBar The Shows: October 2025, the Designer Reveal introduces all participating designers for the season. Each designer will present 1–2 looks,…

Saturday, September 27th
3:00 p.m.6:00 p.m.
Water Tower Place
835 N Michigan Ave
Imaginarium: An improv show for kids 4 and up!
Sep27
Theatre & Performing Arts

Imaginarium: An improv show for kids 4 and up!

Imaginarium is the magical improv show where kids take center stage! In the first half, kids jump up to play fast, funny, and interactive improv…

Saturday, September 27th
4:00 p.m.5:00 p.m.
iO Theater
1501 N. Kingsbury St.
ComedySportz Chicago
Sep27
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, September 27th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
Sep27
Music & Comedy

The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL

The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…

Saturday, September 27th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario St
The Infinite Wrench
Sep27
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…

Saturday, September 27th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Chicago’s Best Comedy Show
Sep27
Music & Comedy

Chicago’s Best Comedy Show

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Get ready for a night of…

Saturday, September 27th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
The Princess Bride – An Inconceivable Evening with Cary Elwes
Sep27
Theatre & Performing Arts

The Princess Bride – An Inconceivable Evening with Cary Elwes

“The Princess Bride: An Inconceivable Evening with Cary Elwes” is a stage event where Cary Elwes, who played Westley in the film, shares behind-the-scenes stories…

Saturday, September 27th
7:00 p.m.9:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Teatro Zinzanni
Sep27
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…

Saturday, September 27th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Papa Roach & Rise Against: Rise of the Roach Tour
Sep27
Saturday, September 27th
7:00 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
“Magic VS Science”
Sep27
Theatre & Performing Arts

“Magic VS Science”

Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Magic VS Science produced by Thom Britton, now playing every Saturday at 7 p.m.…

Saturday, September 27th
7:00 p.m.10:00 p.m.
Stars and Garters Club
3914 N Clark St
Ashland Avenue
Sep27
Theatre & Performing Arts

Ashland Avenue

“You gotta start living your life right now. Because someday you’ll wake up and it’s over.” Pete’s TV and Video has served Chicagoland for 40+…

Saturday, September 27th
7:30 p.m.
Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601
Baby Wants Candy! The Original Completely Improvised Musical
Sep27
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, September 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Sep27
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, September 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Tom & Eliza
Sep27
Theatre & Performing Arts

Tom & Eliza

Tom & Eliza is a dual meditation on the choices we make (and those we don’t) in a world that spins relentlessly into the future. Performed…

Saturday, September 27th
7:30 p.m.8:40 p.m.
TUTA Theatre
4670 N. Manor Avenue
Chicago Fire FC vs. Columbus Crew
Sep27
Saturday, September 27th
7:30 p.m.9:00 p.m.
Soldier Field
1410 Special Olympics Drive
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