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Upcoming Chicago Events

Check out what's happening all around Chicago.

The Lincoln Lodge
Oct25
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, October 25th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Oct25
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, October 25th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
wyrd
Oct25
Theatre & Performing Arts

wyrd

Three ageless, timeless, deathless sisters in a basement in Bushwick One of them falls in love Another falls in hate The third tries to keep…

Saturday, October 25th
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Ben Schwartz & Friends
Oct25
Music & Comedy

Ben Schwartz & Friends

Ben Schwartz and Friends will come to The Chicago Theatre on Saturday, October 25.

Saturday, October 25th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Dive in Anniversary Series at InterContinental Chicago Magnificent Mile
Oct25
Theatre & Performing Arts

Dive in Anniversary Series at InterContinental Chicago Magnificent Mile

Make this summer a splash at our 21+ Dive In Movies: The Anniversary series featuring cinematic classics, popcorn, a canned cocktail bar and a fun…

Saturday, October 25th
8:00 p.m.10:00 p.m.
InterContinental Chicago Magnificent Mile, an IHG Hotel
505 North Michigan Avenue
The Book of Will
Oct25
Theatre & Performing Arts

The Book of Will

Without William Shakespeare, we wouldn’t have literary masterpieces like ROMEO AND JULIET. But without Henry Condell and John Heminges, we would have lost half of…

Saturday, October 25th
8:00 p.m.10:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
The Factory Theater’s “The Sporting Life”
Oct25
Theatre & Performing Arts

The Factory Theater’s “The Sporting Life”

The Factory Theater, 1623 W. Howard St., presents The Sporting Life, October 10 – November 22, written by Marjorie Muller and directed by Kayla Menz.…

Saturday, October 25th
8:00 p.m.10:30 p.m.
The Factory Theater
1623 W. Howard St. , Chicago, IL, 60626
Babes With Blades Theatre Company’s “The Mark”
Oct25
Theatre & Performing Arts

Babes With Blades Theatre Company’s “The Mark”

 Babes With Blades Theatre Company’s (BWBTC) is proud to present the world premiere of The Mark, October 11 – November 22 at The Edge Theater,…

Saturday, October 25th
8:00 p.m.10:30 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
Here 4 A Bit *Naughty Improv
Oct25
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, October 25th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Oct25
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, October 25th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Joke Sistas Chicago
Oct25
Music & Comedy

Joke Sistas Chicago

Joke Sistas is the unofficial sorority of the Black Women in Comedy Laff Fest with NYC as home and now DC/DMV & Chicago as Sista…

Saturday, October 25th
9:30 p.m.11:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Oct25
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, October 25th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Sound of Music
Oct26
Theatre & Performing Arts

The Sound of Music

For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…

Sunday, October 26th
James M. Nederlander Theatre
24 W. Randolph St.
Ear Taxi Festival
Oct26
Festivals, Fairs & Special Events

Ear Taxi Festival

The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…

Sunday, October 26th
Salute to Cobra Kai
Oct26
Festivals, Fairs & Special Events

Salute to Cobra Kai

Come to the ultimate Salute to Cobra Kai Convention in the Chicago area, to celebrate the hit Netflix series and reignite your karate spirit! Bring…

Sunday, October 26th
Westin O’Hare Hotel
6100 North River Road
Wolff’s Flea Market Opening Day
Oct26
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, October 26th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Glenwood Sunday Market in Rogers Park
Oct26
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, October 26th
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Leo Lionni’s Frederick
Oct26
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…

Sunday, October 26th
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Boo! at the Zoo
Oct26
Festivals, Fairs & Special Events

Boo! at the Zoo

Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…

Sunday, October 26th
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Woodland Creatures’ Halloween
Oct26
Theatre & Performing Arts

Woodland Creatures’ Halloween

Theater for Young Audiences @ Corn presents our newest show, perfect for young ones and the entire family! In Woodland Creatures’ Halloween, our friends are…

Sunday, October 26th
11:00 a.m.12:00 p.m.
Cornservatory
4210 N Lincoln Ave
Fall Market in Chicago: 170+ Makers, DIY, Food & More
Oct26
Festivals, Fairs & Special Events

Fall Market in Chicago: 170+ Makers, DIY, Food & More

Markets for Makers is coming back to Artifact Events in Chicago on Saturday Oct 25 & Sunday Oct 26 from 11am – 5pm both days!…

Sunday, October 26th
11:00 a.m.5:00 p.m.
Artifact Events
4325 North Ravenswood Avenue
ABLE presents Frankenstein
Oct26
Theatre & Performing Arts

ABLE presents Frankenstein

Following a sold-out run at Chicago Shakespeare Theater, A.B.L.E.—Artists Breaking Limits & Expectations is thrilled to bring our critically acclaimed adaptation of Frankenstein back to…

Sunday, October 26th
1:00 p.m.2:30 p.m.
Theater Wit
Spooktacular 2025 | Clark Street
Oct26
Festivals, Fairs & Special Events

Spooktacular 2025 | Clark Street

Grab your costumes and candy buckets – it’s time for another full weekend of trick-or-treating at Spooktacular in Lincoln Park.  Join the Lincoln Park Chamber…

Sunday, October 26th
1:00 p.m.4:00 p.m.
Lincoln Park
Clark Street, From Armitage to Diversey, Diversey from Lakeview to Orchard
Hundreds and Hundreds of Stars
Oct26
Theatre & Performing Arts

Hundreds and Hundreds of Stars

Motherhood, marijuana, and the multiverse collide in this Chicago-set story of family, immigration, and American identity. Like millions of Americans, Clara is doing her best…

Sunday, October 26th
2:00 p.m.3:30 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
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