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Al Jackson at The Comedy Bar
Jun20
Music & Comedy

Al Jackson at The Comedy Bar

Al Jackson is a Los Angeles-based stand-up comedian, writer, and TV/radio personality best known for his special “Comedy Central Presents: Al Jackson” and for his role…

Friday, June 20th
9:30 p.m.11:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Jun20
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, June 20th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Jun20
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, June 20th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Division Street Farmers Market
Jun21
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.

Saturday, June 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
North Shore Art League’s 12th Annual Art in the Village
Jun21
Festivals, Fairs & Special Events

North Shore Art League’s 12th Annual Art in the Village

Art in the Village, sponsored by the North Shore Art League will take place at Hubbard Woods Park (939 Green Bay Road) in Winnetka on…

Saturday, June 21st
10:00 a.m.5:00 p.m.
939 Green Bay Rd, Winnetka
939 Green Bay Rd
Chicago Pride Fest 2025
Jun21
Festivals, Fairs & Special Events

Chicago Pride Fest 2025

Chicago Pride Fest® is a two-day street festival on June 21-22, 2025; the weekend before the Chicago Pride Parade (June 29, 2025). The 24th annual Chicago…

Saturday, June 21st
11:00 a.m.10:00 p.m.
Northalsted
Halsted Street from Addison to Grace Streets
Teatro Zinzanni
Jun21
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 21st
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Canboulay Music Festival
Jun21
Festivals, Fairs & Special Events

Canboulay Music Festival

Canboulay Music Festival is a one-day outdoor celebration held during Juneteenth weekend, honoring the rich cultural heritage of the African diaspora through music, dance, food,…

Saturday, June 21st
1:00 p.m.8:00 p.m.
1233 109 place Chicago, IL 60643
1233 109 Place
Oneness Fest 2025: Chicagoland’s Only Camping Festival
Jun21
Festivals, Fairs & Special Events

Oneness Fest 2025: Chicagoland’s Only Camping Festival

Embark on an Extraordinary Journey and Discover a World of Unity and Transformation! AWAKE: Oneness Tribe & Natural Awakenings Magazine are pleased to present: ONENESS…

Saturday, June 21st
2:30 p.m.8:00 p.m.
Good Templar Park
528 East Side Drive
Meltin’ Margs Music Festival
Jun21
Festivals, Fairs & Special Events

Meltin’ Margs Music Festival

Soldier Field South Lot – June 20-21, House & Country Margarita Fest @meltinmargsfest Currently: GA 1 Day – $49 GA WKND – $85 VIP 1…

Saturday, June 21st
5:00 p.m.7:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Dinner Detective Murder Mystery Dinner Show
Jun21
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 21st
6:00 p.m.9:00 p.m.
Courtyard by Marriott Downtown/Magnificent Mile
165 E. Ontario St.
Teatro Zinzanni
Jun21
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 21st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Blavity House Party Summer Series: Chicago
Jun21
Music & Comedy

Blavity House Party Summer Series: Chicago

Chicago, you already know—when it comes to house parties, this city wrote the blueprint. From the birthplace of house music to a thriving creative scene,…

Saturday, June 21st
6:00 p.m.10:00 p.m.
Joy District
112 W Hubbard St
The Infinite Wrench
Jun21
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 21st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Jun21
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 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun21
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 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Al Jackson at The Comedy Bar
Jun21
Music & Comedy

Al Jackson at The Comedy Bar

Al Jackson is a Los Angeles-based stand-up comedian, writer, and TV/radio personality best known for his special “Comedy Central Presents: Al Jackson” and for his role…

Saturday, June 21st
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Ryan Adams: Heartbreaker ’25 World Tour
Jun21
Music & Comedy

Ryan Adams: Heartbreaker ’25 World Tour

Singer-songwriter Ryan Adams will perform live at The Chicago Theatre on June 21, 2025.

Saturday, June 21st
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Jun21
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 21st
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Jun21
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 21st
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Al Jackson at The Comedy Bar
Jun21
Music & Comedy

Al Jackson at The Comedy Bar

Al Jackson is a Los Angeles-based stand-up comedian, writer, and TV/radio personality best known for his special “Comedy Central Presents: Al Jackson” and for his role…

Saturday, June 21st
9:30 p.m.11:00 p.m.
The Comedy Bar
500 N. LaSalle St.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Jun21
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 21st
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Jun22
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 22nd
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
Jun22
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 22nd
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
bean-night

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