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Upcoming Chicago Events

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Glenn Raymond “Not Safe Space”
May3
Music & Comedy

Glenn Raymond “Not Safe Space”

GLENN RAYMOND “NOT A SAFE SPACE” Presented by  United By Comedy Join us for a night of comedy with stand-up comedian Glenn Raymond, who is…

Saturday, May 3rd
7:00 p.m.8:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Ed Helms on SNAFU
May3
Festivals, Fairs & Special Events

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 3rd
7:00 p.m.8:30 p.m.
First United Methodist Church at the Chicago Temple
77 W Washington St
RAD. a fun show.
May3
Music & Comedy, Theatre & Performing Arts

RAD. a fun show.

May 3rd is Free Comic Book Day, and to celebrate, RAD is having a free special Saturday show. Same insanity but on the weekend! RAD. a fun…

Saturday, May 3rd
7:00 p.m.9:00 p.m.
Graham Cracker Comics – Andersonville
5028 North Clark Street
Comedy in the Pocket
May3
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comedy in the Pocket

Get ready to laugh until your sides hurt at Comedy in the Pocket! Join us Saturday May 3rd at Surge Billiards for a lineup featuring…

Saturday, May 3rd
7:00 p.m.9:30 p.m.
The Pocket at Surge Billiards Logan Square
3716 W. Fullerton Ave.
Bruce Bruce – Stay In Your Lane *Comedy Special Taping*
May3
Music & Comedy, Theatre & Performing Arts

Bruce Bruce – Stay In Your Lane *Comedy Special Taping*

With his place cemented as one of the true legends of comedy, comedian Bruce Bruce continues his career as one of the best in his…

Saturday, May 3rd
7:00 p.m.11:30 p.m.
The Vic Theatre
3145 N. Sheffield
Baby Wants Candy! The Original Completely Improvised Musical
May3
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, May 3rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
May3
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, May 3rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
South Chicago Dance Theatre
May3
Music & Comedy

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…

Saturday, May 3rd
7:30 p.m.9:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Pharmageddon: No Prescription Needed Pharmacy Comedy Show
May3
Music & Comedy

Pharmageddon: No Prescription Needed Pharmacy Comedy Show

What happens when a doctor and a pharmacist team up on stage? You get a comedy dose so strong, you might need a refill! Come…

Saturday, May 3rd
8:00 p.m.9:00 p.m.
comedy plex
1128 Lake St - Lower Level Oak Park, IL 60301
ComedySportz Chicago
May3
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 3rd
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Heather McMahan – Bamboozled Tour
May3
Music & Comedy

Heather McMahan – Bamboozled Tour

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

Saturday, May 3rd
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
May3
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 3rd
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Gl
May3
Festivals, Fairs & Special Events, Music & Comedy

Gl

>Presented by  United By Comedy Join us for a night of comedy with stand-up comedian Glenn Raymond, who is a throwback to legends Lenny Bruce…

Saturday, May 3rd
9:00 p.m.10:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Best Of Annoyance Sketch
May3
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 3rd
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
May3
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 3rd
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May3
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 3rd
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Teatro Zinzanni
May4
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 4th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
May4
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 4th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Chicago Spring Market
May4
Festivals, Fairs & Special Events

Chicago Spring Market

Markets for Makers is coming back to the Artifact Events Center in Chicago on Saturday May 3 & Sunday May 4 from 11am – 5pm…

Sunday, May 4th
11:00 a.m.5:00 p.m.
Artifact Events
4325 North Ravenswood Avenue
Savor Asia: AAPI Heritage Celebration
May4
Festivals, Fairs & Special Events

Savor Asia: AAPI Heritage Celebration

Join us for Savor Asia, a vibrant celebration of food, culture, and community in honor of AAPI Heritage Month! This exciting event brings together flavors…

Sunday, May 4th
1:00 p.m.4:00 p.m.
Time Out Market Chicago
916 West Fulton Market
South Asian Music Ensemble
May4
Music & Comedy

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…

Sunday, May 4th
3:00 p.m.
Logan Center for the Arts – Penthouse, 901
915 E 60th St
Black Oak Ensemble
May4
Music & Comedy

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 4th
3:00 p.m.5:00 p.m.
Ravinia Festival
418 Sheridan Road
Star Wars VILLAINOUS Board Gaming Event – Snakes & Lattes Chicago
May4
Festivals, Fairs & Special Events

Star Wars VILLAINOUS Board Gaming Event – Snakes & Lattes Chicago

MAY THE FOURTH BE WITH YOU! Come celebrate Star Wars Day at Snakes & Lattes Chicago on May the 4th. Become an iconic Star Wars Villain! Use your…

Sunday, May 4th
3:00 p.m.6:00 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
You Win Some, You Dim Sum
May4
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

You Win Some, You Dim Sum

We don’t celebrate our wins enough!! Carve out some time in your week to come to You Win Some, You Dim Sum, a show where…

Sunday, May 4th
5:00 p.m.7:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
bean-night

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