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Upcoming Chicago Events

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Screening: Breaking Boundaries (+ Q&A)
Jun14
Festivals, Fairs & Special Events, Sports & Recreation

Screening: Breaking Boundaries (+ Q&A)

Black Californian teenager, Nastasya Generalova, was raised by her single white Russian mother, Olga who enrolled Nastasya in rhythmic gymnastics when she was four years…

Saturday, June 14th
4:00 p.m.5:30 p.m.
Facets Cinema
1517 W. Fullerton
Tom Hearn: How Fabulous Is That?!
Jun14
Music & Comedy, Theatre & Performing Arts

Tom Hearn: How Fabulous Is That?!

Viral comedian Tom Hearn will tour his hit show How Fabulous Is That?! throughout North America from February 28-August 14, 2025, in anticipation of his…

Saturday, June 14th
5:00 p.m.7:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
28th Annual Taste of Randolph
Jun14
Festivals, Fairs & Special Events

28th Annual Taste of Randolph

The nearly three-decade-old street festival will set the stage for an epic Chicago summer, featuring some of the world’s best cuisine and live entertainment on…

Saturday, June 14th
5:00 p.m.10:00 p.m.
West Lopp
Rush Hour Concerts | | Merida Trio
Jun14
Music & Comedy

Rush Hour Concerts | | Merida Trio

RUSH HOUR CONCERTS | | MERIDA TRIO Charlene Kluegel, violin Jean Hatmaker, cello Katherine Petersen, piano Program  Franz Schubert – Piano Trio in B-flat major,…

Saturday, June 14th
5:45 p.m.6:30 p.m.
ComedySportz Chicago
Jun14
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, June 14th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Zoo Uncorked: Tequila & Tails
Jun14
Festivals, Fairs & Special Events

Zoo Uncorked: Tequila & Tails

Roar into the wild at Tequila & Tails! Enjoy refreshing drinks while exploring the fascinating lives of big and small cats and learning about our efforts to…

Saturday, June 14th
6:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Dinner Detective Murder Mystery Dinner Show
Jun14
Music & Comedy, Theatre & Performing Arts

Dinner Detective Murder Mystery Dinner Show

The Dinner Detective is the largest, award-winning, interactive comedic true crime mystery dinner show in the United States. We are now running public and private…

Saturday, June 14th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Downtown/Magnificent Mile
165 E. Ontario St.
Teatro Zinzanni
Jun14
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, June 14th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chicago Fireworks Signature Dinner Cruise on Lake Michigan
Jun14
Festivals, Fairs & Special Events, Tours & Attractions

Chicago Fireworks Signature Dinner Cruise on Lake Michigan

Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks…

Saturday, June 14th
6:00 p.m.10:00 p.m.
The Infinite Wrench
Jun14
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, June 14th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Power Half Hour
Jun14
Music & Comedy

The Power Half Hour

Three hilarious women make you laugh in Chicago! Doors open at 6:30pm show starts promptly at 7pm Katie Novotny is happy to be back home performing…

Saturday, June 14th
7:00 p.m.8:30 p.m.
Starling by Duo
3243 West 16th Street
Artemis Singers presents “Goddesses, Rage!” Pride Concert & Dance
Jun14
Festivals, Fairs & Special Events, Music & Comedy

Artemis Singers presents “Goddesses, Rage!” Pride Concert & Dance

Artemis Singers, www.artemissingers.org, Chicago’s lesbian feminist chorus, will present “Goddesses, Rage!” Pride Concert & Dance, Saturday, June 14, 2025, in Bronzeville, at VanderCook College of Music, Great…

Saturday, June 14th
7:00 p.m.9:30 p.m.
Vandercook College of Music Great Hall
3125 S. Federal Street
Dierks Bentley: Broken Branches Tour
Jun14
Saturday, June 14th
7:00 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Baby Wants Candy! The Original Completely Improvised Musical
Jun14
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, June 14th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun14
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, June 14th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Toy Story In Concert – Watch Film With Live Orchestra
Jun14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Toy Story In Concert – Watch Film With Live Orchestra

Venue: The Auditorium Date: June 14, 2025 — (30th Anniversary Film Concert!) Time: 7:30 PM Tickets: $84.50-$114.50 Ever wonder what toys do when people aren’t around? Pixar Animation…

Saturday, June 14th
7:30 p.m.10:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
ComedySportz Chicago
Jun14
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, June 14th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Ricky Sim: Coming Out To Dead People
Jun14
Music & Comedy, Theatre & Performing Arts

Ricky Sim: Coming Out To Dead People

Following sold-out shows and multiple rave reviews at the Edinburgh Fringe Festival, London’s Soho Theatre, and Off-Broadway at Soho Playhouse, comedian and storyteller Ricky Sim…

Saturday, June 14th
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Aaron Sutherland: Turtle Boy LIVE! Special Recording
Jun14
Music & Comedy

Aaron Sutherland: Turtle Boy LIVE! Special Recording

Come join us for an unforgettable evening with Aaron Sutherland at The Lincoln Lodge! Get ready to laugh until your sides hurt as Aaron takes…

Saturday, June 14th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Natalia Lafourcade – Cancionera Tour
Jun14
Music & Comedy

Natalia Lafourcade – Cancionera Tour

Natalia Lafourcade brings the Cancionera Tour to The Chicago Theatre on Saturday, June 14.

Saturday, June 14th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Jun14
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, June 14th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Jun14
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, June 14th
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
Jun14
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, June 14th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Kieron Harrell & Friends
Jun14
Music & Comedy

Kieron Harrell & Friends

Kieron Harrell is a Chicago comedian who was born and raised in Ohio, but like anyone trying to succeed in life, he first had to leave…

Saturday, June 14th
10:00 p.m.11:30 p.m.
The Comedy Bar
500 N. LaSalle St.
bean-night

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