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Upcoming Chicago Events

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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
LET’S PLAY A GAME: Chicago’s scariest short-form show
Dec14
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, December 14th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Dec15
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, December 15th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The People’s Music School Winter Spectacular
Dec15
Festivals, Fairs & Special Events, Music & Comedy

The People’s Music School Winter Spectacular

Join The People’s Music School for their Winter Spectacular, a heartwarming and unforgettable day of musical magic. Enjoy a FREE concert at the iconic Riviera…

Sunday, December 15th
10:00 a.m.3:30 p.m.
The Riveria Theater
4746 N Racine Ave
Wonder City Holiday Pop-Up Chicago
Dec15
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…

Sunday, December 15th
10:00 a.m.10:00 p.m.
NEWCITY PLAZA
1457 N Halsted St
Woodland Critter Christmas
Dec15
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…

Sunday, December 15th
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!
Dec15
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…

Sunday, December 15th
11:00 a.m.4:00 p.m.
Roosevelt Collection Shops
150 W Roosevelt Rd
Don’t Let the Pigeon Drive the Bus!
Dec15
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…

Sunday, December 15th
1:00 p.m.2:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Miracle at Century High School
Dec15
Music & Comedy, Theatre & Performing Arts

Miracle at Century High School

Miracle at Century High School is an original Christmas musical making its world premiere at The Annoyance Theatre. When the principal of a scandal-plagued high…

Sunday, December 15th
1:00 p.m.2:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Jonas Friddle Bluegrass Trio & Artists Anthony and Joe Abboreno
Dec15
Music & Comedy

Jonas Friddle Bluegrass Trio & Artists Anthony and Joe Abboreno

Jonas Friddle Bluegrass Trio Bluegrass for the holidays, why not? The trio brings their award-winning sound to town for a night of foot-stomping fun.  Singer-songwriter…

Sunday, December 15th
2:30 p.m.4:30 p.m.
Artifact Events
4325 North Ravenswood Avenue
Little Orphan Boy The Musical!
Dec15
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…

Sunday, December 15th
3:00 p.m.4:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Christmas Ball At the Golden Dome Garlfield Field House
Dec15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts, Tours & Attractions

Christmas Ball At the Golden Dome Garlfield Field House

Come dance the night away in Chicago’s famous historic Golden Palace! A Regal Ball, with live musicians and dancing, waltz instruction, ornament making, decadent refreshments,…

Sunday, December 15th
4:00 p.m.7:00 p.m.
Garfield Fieldhouse
100 N Central Park Ave
Patricia Tyson
Dec15
Music & Comedy

Patricia Tyson

Patricia E. Tyson is a Chicago native, a registered nurse with a strong background in hospice and palliative care. Her life’s passion, however, is music.…

Sunday, December 15th
5:00 p.m.7:30 p.m.
Epiphany Center For The Arts: Epiphany Hall
201 S Ashland Ave
Stand Up For Parkinsons
Dec15
Music & Comedy

Stand Up For Parkinsons

Stand Up for Parkinson’s A Night of Laughter and Hope in Memory of Those Affected by Parkinson’s Disease CHICAGO, IL – On December 15, 2024,…

Sunday, December 15th
7:00 p.m.8:30 p.m.
Zanies Comedy Club
1548 N. Wells St.
CHISME Holidays Extravaganza
Dec15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

CHISME Holidays Extravaganza

iFeliz Chisme! Your favorite chismosas, Spenny and Kenny, are BACK for a HOLIDAY EXTRAVAGANZA, filled to the brim with the hottest QUEER LATINE excellence. Our…

Sunday, December 15th
7:00 p.m.8:30 p.m.
dorothy’s
2500 w chicago ave
Wonder City Holiday Pop-Up Chicago
Dec16
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…

Monday, December 16th
10:00 a.m.10:00 p.m.
NEWCITY PLAZA
1457 N Halsted St
Stand-Up Comedy: Liam Nelson
Dec16
Music & Comedy

Stand-Up Comedy: Liam Nelson

Liam Nelson is a New York City based comedian from Atlanta Georgia with more than one lifetime of stories to share standing 7 feet tall…

Monday, December 16th
7:00 p.m.9:00 p.m.
Zanies Comedy Club
1548 N. Wells St.
Magic Mondays at Davenport’s
Dec16
Music & Comedy, Theatre & Performing Arts

Magic Mondays at Davenport’s

Experience an unforgettable night of wonder at Magic Mondays at Davenport’s! Hosted by award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing…

Monday, December 16th
8:00 p.m.9:30 p.m.
Davenport’s Piano Bar and Cabaret
1383 North Milwaukee Avenue
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