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Upcoming Chicago Events

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Ravi Chary & Amit Kavthekar: Sitar & Tabla Recital
May31
Music & Comedy, Theatre & Performing Arts

Ravi Chary & Amit Kavthekar: Sitar & Tabla Recital

South Asian classical Sitar and Tabla Recital by Ravi Chary, a distinguished sitar player and Grammy award nominee from Goa, India, known for his mastery in…

Saturday, May 31st
2:30 p.m.4:00 p.m.
South Asia Institute
1925 S Michigan Ave, Chicago, IL 60616
ComedySportz Chicago
May31
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 31st
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Teatro Zinzanni
May31
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, May 31st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May31
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, May 31st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Miss Renee Live One Night Only
May31
Music & Comedy

Miss Renee Live One Night Only

HollywoodGenGen, widely recognized as “Miss Renee”, is an acclaimed actor, comedian, and social media influencer celebrated for their ability to connect with audiences through humor and…

Saturday, May 31st
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Every Brilliant Thing
May31
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Saturday, May 31st
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
Nikki Glaser: Alive And Unwell Tour
May31
Music & Comedy

Nikki Glaser: Alive And Unwell Tour

Nikki Glaser will bring the ALIVE AND UNWELL TOUR to The Chicago Theatre on May 31 and June 1.

Saturday, May 31st
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
The Weeknd: After Hours Til Dawn Tour With Playboi Carti And Mike Dean
May31
Music & Comedy

The Weeknd: After Hours Til Dawn Tour With Playboi Carti And Mike Dean

Global superstar The Weeknd will embark on a brand-new stadium tour across North America this year featuring chart-topping, multi-platinum and genre-defying Atlanta rapper Playboi Carti…

Saturday, May 31st
7:00 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Baby Wants Candy! The Original Completely Improvised Musical
May31
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 31st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
May31
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 31st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Chicago Style Improv
May31
Music & Comedy, Theatre & Performing Arts

Chicago Style Improv

Get ready to experience “classic” improvisation that will leave you laughing long after the curtains close! Combining lightning-fast wit, razor-sharp skills, and boundless creativity, Chicago…

Saturday, May 31st
8:00 p.m.9:00 p.m.
The Revival
906 S Wabash Ave
ComedySportz Chicago
May31
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 31st
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Here 4 A Bit *Naughty Improv
May31
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 31st
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
May31
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 31st
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
May31
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 31st
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May31
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 31st
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Teatro Zinzanni
Jun1
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, June 1st
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
Jun1
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, June 1st
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Jun1
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, June 1st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Jun1
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, June 1st
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Chicago ScavHunt 2025: Flavors of the City
Jun1
Festivals, Fairs & Special Events

Chicago ScavHunt 2025: Flavors of the City

From May 30th – June 1st, downtown Chicago streets will be occupied by explorers and scavenger hunters competing in the 4th Annual eATLAS Adventures to…

Sunday, June 1st
10:00 a.m.9:00 p.m.
Downtown Chicago
Chicago’s Midway, Movies, and the 1893 World’s Fair Guided Walking Tour
Jun1
Festivals, Fairs & Special Events, Sports & Recreation, Tours & Attractions

Chicago’s Midway, Movies, and the 1893 World’s Fair Guided Walking Tour

Step into the heart of the 1893 Chicago World’s Fair as you explore the Midway Plaisance and its fascinating history. Your itinerary on this 75-minute guided…

Sunday, June 1st
11:00 a.m.12:30 p.m.
Midway Plaisance
Maifest Chicago 2025
Jun1
Festivals, Fairs & Special Events

Maifest Chicago 2025

Maifest is Back! Admission is free & open to all agesJoin us May 29 – June 1, 2025at our same awesome temporary spot:4521 N. Lincoln…

Sunday, June 1st
12:00 p.m.10:00 p.m.
Maifest Chicago
4521 N. Lincoln Avenue
Porchfest Lakeview
Jun1
Festivals, Fairs & Special Events, Theatre & Performing Arts

Porchfest Lakeview

Porhcfest is a music festival that takes place on front porches. With neighbors hosting the concerts and local musicians performing, it captures the essence of…

Sunday, June 1st
1:00 p.m.5:00 p.m.
West Lakeview
Corner of Lincoln & Marshfield
bean-night

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