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Millennium Park Holiday Sing-Alongs
Dec6
Dec20
Music & Comedy

Millennium Park Holiday Sing-Alongs

Bundle up and belt out songs in celebration of Chicago’s diverse holiday traditions in Millennium Park’s Wrigley Square on Fridays, December 1, 13, and 20.…

Friday, December 6th
8:00 a.m.Friday, December 20th
5:00 p.m.
Millennium Park
201 E Randolph St
Don’t Let the Pigeon Drive the Bus!
Dec14
Music & Comedy, Theatre & Performing Arts

Don’t Let the Pigeon Drive the Bus!

Mo Willems’ Pigeon Sparks Holiday Havoc! CHICAGO – Building on two years of outstanding reviews, sold-out performances, and extraordinary attendance at weekday school matinees, The Young…

Saturday, December 14th
10:00 a.m.11:00 a.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Wonder City Holiday Pop-Up Chicago
Dec14
Music & Comedy

Wonder City Holiday Pop-Up Chicago

This year our magical experience will be located in the NEWCITY plaza and indoor space. The campus will be filled with a combination of joyful…

Saturday, December 14th
10:00 a.m.10:00 p.m.
NEWCITY PLAZA
1457 N Halsted St
Woodland Critter Christmas
Dec14
Music & Comedy, Theatre & Performing Arts

Woodland Critter Christmas

The woodland critters have a yearly celebration where they gather to celebrate the winter solstice as friends. This has worked for the majority of the…

Saturday, December 14th
11:00 a.m.12:00 p.m.
Cornservatory
4210 N Lincoln Ave
Join the Festive Fun at Roosevelt Collection Shops with Carolers and an Elf!
Dec14
Festivals, Fairs & Special Events, Music & Comedy

Join the Festive Fun at Roosevelt Collection Shops with Carolers and an Elf!

Roosevelt Collection Shops will be welcoming an incredible Quartet of carolers for special live performances and plenty of cheer! A playful elf will also be…

Saturday, December 14th
11:00 a.m.4:00 p.m.
Roosevelt Collection Shops
150 W Roosevelt Rd
Teatro Zinzanni
Dec14
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, December 14th
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Don’t Let the Pigeon Drive the Bus!
Dec14
Music & Comedy, Theatre & Performing Arts

Don’t Let the Pigeon Drive the Bus!

Mo Willems’ Pigeon Sparks Holiday Havoc! CHICAGO – Building on two years of outstanding reviews, sold-out performances, and extraordinary attendance at weekday school matinees, The Young…

Saturday, December 14th
1:00 p.m.2:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
A Chanukah Carol
Dec14
Music & Comedy, Theatre & Performing Arts

A Chanukah Carol

A sketch comedy show exploring Chanukah Past, Present, & Future! A Chanukah Carol is a celebration of Jewish joy open to everyone! (Except kids). Join…

Saturday, December 14th
6:00 p.m.7:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Sistah Scrooge – Red Carpet Movie Premiere – a CoquieHughes film
Dec14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sistah Scrooge – Red Carpet Movie Premiere – a CoquieHughes film

🎄✨ Experience the Holiday Magic Like Never Before! ✨🎄 Join us for the highly-anticipated Chicago premiere of Sistah Scrooge, a bold and modern twist on…

Saturday, December 14th
6:00 p.m.9:00 p.m.
Malcolm X College
1900 West Jackson Boulevard
Teatro Zinzanni
Dec14
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, December 14th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
Dec14
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, December 14th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
420 Shakespeare
Dec14
Music & Comedy, Theatre & Performing Arts

420 Shakespeare

Chicago’s Own Shakespeare-friendly Comedy Show! What happens when five actors attempt to perform one of Shakespeare’s hit plays while one or more of them get……

Saturday, December 14th
7:00 p.m.8:30 p.m.
Your Budz
3722 N Southport Ave
Baby Wants Candy! The Original Completely Improvised Musical
Dec14
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, December 14th
7:30 p.m.8:30 p.m.
The Second City
230 West North Avenue
Clued In
Dec14
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, December 14th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Happy Holly-Daze: A Benefit Performance
Dec14
Music & Comedy, Theatre & Performing Arts

Happy Holly-Daze: A Benefit Performance

Our annual Holiday fundraiser is back and better than ever. Why? Because we are packing the show with more raffle prizes and silent auction items…

Saturday, December 14th
7:30 p.m.9:30 p.m.
Cornservatory
4210 N Lincoln Ave
Little Orphan Boy The Musical!
Dec14
Music & Comedy

Little Orphan Boy The Musical!

The critically acclaimed original musical returns one more time to the Annoyance Theater just in time for the holiday season. Come enjoy some of Chicago’s…

Saturday, December 14th
8:00 p.m.9:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
SWITCHBOARD: Missed Connections From The S.S. Eastland
Dec14
Music & Comedy, Theatre & Performing Arts

SWITCHBOARD: Missed Connections From The S.S. Eastland

SWITCHBOARD is a Neo-Futurist puppetry show exploring themes of memory and communication through the lens of the S.S. Eastland disaster. The Eastland was a passenger ship…

Saturday, December 14th
8:00 p.m.9:30 p.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
The Improvised Shakespeare Company®
Dec14
Music & Comedy, Theatre & Performing Arts

The Improvised Shakespeare Company®

The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago now in it’s 18th year!  Join us for an evening of off-the-ruff…

Saturday, December 14th
8:00 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
Dungeons and Drag Queens: Winter Slay Ride!
Dec14
Music & Comedy, Theatre & Performing Arts

Dungeons and Drag Queens: Winter Slay Ride!

A knight you won’t want to miss! 😘 The off-broadway phenomenon Dungeons and Drag Queens returns to Color Club December 14th! Ft. Derry Queen, Miss…

Saturday, December 14th
8:00 p.m.10:00 p.m.
Color Club
4146 North Elston Avenue
An Evening with Gregory Porter
Dec14
Music & Comedy

An Evening with Gregory Porter

Don’t miss An Evening with Gregory Porter at The Chicago Theatre on Saturday, December 14.

Saturday, December 14th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Dec14
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, December 14th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Stand-Up Comedy: Gianmarco Soresi
Dec14
Music & Comedy

Stand-Up Comedy: Gianmarco Soresi

The Leaning In Tour Gianmarco Soresi is a New York based stand-up comedian, actor, and creator known for his sharp societal observation and spry, energetic…

Saturday, December 14th
9:15 p.m.11:30 p.m.
Zanies Comedy Club
1548 N. Wells St.
Best Of Annoyance Sketch
Dec14
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, December 14th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LYNY
Dec14
Music & Comedy

LYNY

with special guests: Control Freak + Skyler + Hangsty LYNY, also known as Alec Leinhauser, is a 22-year-old artist who is pushing the boundaries of…

Saturday, December 14th
9:30 p.m.11:30 p.m.
1st Ward at Chop Shop
2033 W. North Ave
bean-night

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