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Upcoming Chicago Events

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Christmas Karen 3
Dec5
Music & Comedy

Christmas Karen 3

Christmas Karen 3 is a new original multi-media play written by Elizabeth Fulton and is the trilogy no one asked for but everyone needed. Picking…

Thursday December 5, 2024
9:30 p.m.10:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Wonderverse Celebrates 30 Years of Mariah Carey’s Merry Christmas Album
Dec6
Music & Comedy

Wonderverse Celebrates 30 Years of Mariah Carey’s Merry Christmas Album

Join Wonderverse in Oak Brook for a festive celebration honoring the 30th anniversary of Mariah Carey’s iconic holiday album, Merry Christmas! From themed trivia nights…

Friday December 6, 2024
8:00 a.m.5:00 p.m.
Wonderverse
2310 Oakbrook Center
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 6, 2024
8:00 a.m.Friday December 20, 2024
5:00 p.m.
Millennium Park
201 E Randolph St
Wonder City Holiday Pop-Up Chicago
Dec6
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…

Friday December 6, 2024
10:00 a.m.10:00 p.m.
NEWCITY PLAZA
1457 N Halsted St
2024 Caroling with the Carillon Concert
Dec6
Music & Comedy

2024 Caroling with the Carillon Concert

Welcome to the merriest carillon concert of the year presented by UChicago Guild of Carillonists, who plays the 72-bell carillon at Rockefeller Memorial Chapel at…

Friday December 6, 2024
5:00 p.m.6:00 p.m.
Rockefeller Memorial Chapel
5850 S Woodlawn Ave
Millennium Park Holiday Sing-Alongs
Dec6
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 6, 2024
6:00 p.m.8:00 p.m.
Millennium Park
201 E Randolph St
Joe Di Zillo Live
Dec6
Music & Comedy

Joe Di Zillo Live

Chicago musician/singer-songwriter Joe Di Zillo’s latest album Bringing it Back was released on vinyl on Friday, June 21. Chicago has produced incredible music over the…

Friday December 6, 2024
6:00 p.m.9:00 p.m.
sketchbook Brewing Co
4901 Main St
First Date Comedy Show
Dec6
Music & Comedy, Theatre & Performing Arts

First Date Comedy Show

The First Date is a comical hunt for love. Chicago’s funniest stand-up comedians hit the stage as one audience member is selected from the crowd…

Friday December 6, 2024
6:00 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Teatro Zinzanni
Dec6
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…

Friday December 6, 2024
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Little Orphan Boy The Musical!
Dec6
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…

Friday December 6, 2024
6:30 p.m.8:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Infinite Wrench
Dec6
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…

Friday December 6, 2024
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
420 Shakespeare
Dec6
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……

Friday December 6, 2024
7:00 p.m.8:30 p.m.
Your Budz
3722 N Southport Ave
Laser Comedy Show Presents Santa Vs. Frosty
Dec6
Music & Comedy

Laser Comedy Show Presents Santa Vs. Frosty

A unique, groundbreaking comedy show that features an adult and family versions. You’ve never seen anything like artist and comedian Chris Fair hand draw images…

Friday December 6, 2024
7:00 p.m.8:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
Loyola Chamber Ensemble Recital
Dec6
Music & Comedy

Loyola Chamber Ensemble Recital

The Chamber Ensemble Recital features a variety of small ensembles performing instrumental chamber works.

Friday December 6, 2024
7:00 p.m.8:30 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
Live Music at Casa Chi
Dec6
Music & Comedy

Live Music at Casa Chi

Join us at Casa Chi, nestled inside the InterContinental Chicago Magnificent Mile, for a special December experience. Every Friday from 7–9 PM, enjoy a rotating…

Friday December 6, 2024
7:00 p.m.9:00 p.m.
Casa Chi
505 N Michigan Ave
Grossman Ensemble – World Premieres I
Dec6
Music & Comedy, Theatre & Performing Arts

Grossman Ensemble – World Premieres I

Since its inception in 2018, the resident ensemble of the University of Chicago’s Center for Contemporary Composition has premiered 60 new musical works. Conductor Kiki…

Friday December 6, 2024
7:30 p.m.9:00 p.m.
Logan Center for the Arts – Performance Hall
915 East 60th Street
Onward and Overwhelmed
Dec6
Music & Comedy, Theatre & Performing Arts

Onward and Overwhelmed

Onward and… Overwhelmed! is a continuation of the show “Onward and Off My Parents’ Health Insurance”.  The show features original sketch comedy, songs, musical improv,…

Friday December 6, 2024
7:30 p.m.9:00 p.m.
The Second City
1616 N. Wells St.
Happy Holly-Daze Performance
Dec6
Music & Comedy, Theatre & Performing Arts

Happy Holly-Daze Performance

Year after year, Corn Productions brings the holiday magic in a tradition spanning over a decade. Happy Holly-Daze is a sketch comedy show about all…

Friday December 6, 2024
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
The Kings of Motown featuring Brandon James
Dec6
Music & Comedy

The Kings of Motown featuring Brandon James

The Kings of MoTown is what we grew up on, that rich sound and timeless sound has influenced the current generation of R&B and Soul.…

Friday December 6, 2024
7:30 p.m.10:00 p.m.
Epiphany Center For The Arts: Epiphany Hall
201 S Ashland Ave
Mavis Staples – 85th Hometown Birthday Celebration with Jackson Browne and Margo Price
Dec6
Music & Comedy

Mavis Staples – 85th Hometown Birthday Celebration with Jackson Browne and Margo Price

In honor of Mavis Staples’ 85th birthday, a very special celebration has been scheduled in her hometown of Chicago with special guest sets by Jackson…

Friday December 6, 2024
7:30 p.m.10:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Devil’s Daughter
Dec6
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday December 6, 2024
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
SWITCHBOARD: Missed Connections From The S.S. Eastland
Dec6
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…

Friday December 6, 2024
8:00 p.m.9:30 p.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
Grossman Ensemble – World Premieres I
Dec6
Music & Comedy, Theatre & Performing Arts

Grossman Ensemble – World Premieres I

Katherine Kilburn, conductor Since its inception in 2018, the resident ensemble of the University of Chicago’s Center for Contemporary Composition has premiered 60 new musical…

Friday December 6, 2024
8:00 p.m.9:30 p.m.
Logan Center for the Arts
915 E. 60th St.
The Improvised Shakespeare Company®
Dec6
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…

Friday December 6, 2024
8:00 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
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