Drunk Christmas Carol
Dec11
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Friday, December 11th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Pandemonium, Please Hold
Dec11
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Friday, December 11th
6:30 p.m. – 8:00 p.m.
The Second City
1616 N. Wells St.
Vape! The Grease Parody
Dec11
Music & Comedy, Theatre & Performing Arts

Vape! The Grease Parody

Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…

Friday, December 11th
7:30 p.m. – 8:55 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Devil’s Daughter
Dec11
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…

Friday, December 11th
7:30 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Elf in Concert
Dec11
Music & Comedy, Theatre & Performing Arts

Elf in Concert

Buddy was accidentally transported to the North Pole as a toddler and raised to adulthood among Santa’s elves. Unable to shake the feeling that he…

Friday, December 11th
7:30 p.m. – 9:30 p.m.

220 S. Michigan Ave.
Best of the Second City
Dec11
Music & Comedy

Best of the Second City

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…

Friday, December 11th
8:00 p.m. – 9:30 p.m.
The Second City
1616 N. Wells St.
Perritos Only Presents: That’s Not Me Comedy Tour
Dec11
Music & Comedy

Perritos Only Presents: That’s Not Me Comedy Tour

The “Perritos Only Presents: That’s Not Me Comedy Tour” is coming to Chicago on Friday, December 11, 2026. This massive collaborative comedy tour features prominent…

Friday, December 11th
8:00 p.m. – 10:00 p.m.
The Vic Theatre
3145 N. Sheffield
Brett Eldredge – Glow: 10 Year Anniversary Tour
Dec11
Music & Comedy

Brett Eldredge – Glow: 10 Year Anniversary Tour

Brett Eldredge is bringing his Glow: 10 Year Anniversary Tour to The Chicago Theatre for two consecutive nights: Thursday, December 10, 2026, and Friday, December…

Friday, December 11th
8:00 p.m. – 11:00 p.m.
The Chicago Theatre
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Hollyy Live In Concert
Dec11
Music & Comedy

Hollyy Live In Concert

The Chicago-based soul-pop band Hollyy will celebrate their annual tradition with the 6th Annual Hollyy-Days Celebration live in Chicago on Friday, December 11, 2026.

Friday, December 11th
8:00 p.m. – 11:00 p.m.
Thalia Hall
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Fool House- The Ultimate 90’s Party: The Millennium Tour
Dec11
Dec12
Music & Comedy

Fool House- The Ultimate 90’s Party: The Millennium Tour

Oh my gosh, they’re back again; the nostalgia takeover returns to Illinois! Fool House- The Ultimate 90’s Party: The Millennium Tour is live in concert…

Friday, December 11th
9:00 p.m. – Saturday, December 12th
12:00 a.m.
Joe’s Live
5441 Park Pl, Rosemont, IL 60018
Pandemonium, Please Hold
Dec11
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Friday, December 11th
9:30 p.m. – 11:00 p.m.
The Second City
1616 N. Wells St.
Pigeon Gets a Big Time Holiday Extravaganza
Dec12
Music & Comedy, Theatre & Performing Arts

Pigeon Gets a Big Time Holiday Extravaganza

The Squirrels have decked the halls, and Elephant and Piggie are ready to celebrate the season. But will Pigeon join the festivities—or fly off to…

Saturday, December 12th
11:00 a.m. – 12:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
A Charlie Brown Christmas: Live At The Auditorium
Dec12
Music & Comedy

A Charlie Brown Christmas: Live At The Auditorium

with the Chicago Philharmonic This holiday season, A Charlie Brown Christmas comes to life like never before! Join Charlie Brown, Snoopy, Lucy, Linus, Sally, and Schroeder live on stage…

Saturday, December 12th
1:00 p.m. – 4:00 p.m.
The Auditorium
50 E Ida B Wells Drive
Elf in Concert
Dec12
Music & Comedy, Theatre & Performing Arts

Elf in Concert

Buddy was accidentally transported to the North Pole as a toddler and raised to adulthood among Santa’s elves. Unable to shake the feeling that he…

Saturday, December 12th
1:30 p.m. – 3:30 p.m.

220 S. Michigan Ave.
Best of Second City
Dec12
Music & Comedy

Best of Second City

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…

Saturday, December 12th
3:00 p.m. – 4:30 p.m.
The Second City
1616 N. Wells St.
Straight No Chaser – Making Spirits Bright Tour
Dec12
Music & Comedy

Straight No Chaser – Making Spirits Bright Tour

The chart-topping, RIAA-certified Gold a cappella group Straight No Chaser is scheduled to perform live in Chicago, Illinois on Saturday, December 12, 2026, as part…

Saturday, December 12th
3:00 p.m. – 6:00 p.m.
The Chicago Theatre
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Drunk Christmas Carol
Dec12
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Saturday, December 12th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Scott Green Lies To Your Kids
Dec12
Music & Comedy, Theatre & Performing Arts

Scott Green Lies To Your Kids

The Kids Show For Adults. It’s the all-ages magic show that’s actually fun for all ages. This is not a sweet, gentle, clap-along children’s show.…

Saturday, December 12th
6:00 p.m. – 7:00 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Pandemonium, Please Hold
Dec12
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Saturday, December 12th
6:30 p.m. – 8:00 p.m.
The Second City
1616 N. Wells St.
Saturday Night Sketch
Dec12
Music & Comedy

Saturday Night Sketch

Saturday Night Sketch brings Chicago’s best sketch comedy ensembles to the stage for a high-octane evening. From sharp political satire to mind melting absurdity, come…

Saturday, December 12th
7:30 p.m. – 8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Vape! The Grease Parody
Dec12
Music & Comedy, Theatre & Performing Arts

Vape! The Grease Parody

Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…

Saturday, December 12th
7:30 p.m. – 8:55 p.m.
Apollo Theater
2550 N. Lincoln Ave.
The Best of IO
Dec12
Music & Comedy

The Best of IO

Celebrate 45 years of improvisational excellence with the Best of iO Improv. This show brings together two teams of our very best improvisers, each delivering…

Saturday, December 12th
7:30 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Love Actually in Concert
Dec12
Music & Comedy

Love Actually in Concert

Fall in love with the holidays all over again at LOVE ACTUALLY IN CONCERT! As the beloved film plays in its entirety on a full-size…

Saturday, December 12th
7:30 p.m. – 9:30 p.m.
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Postcard from Vienna: Muti & Bronfman
Dec12
Music & Comedy, Theatre & Performing Arts

Postcard from Vienna: Muti & Bronfman

Nothing beats the December chill like a musical trip to old Vienna. Dance numbers evoke the city’s glittering Christmas markets, imperial architecture and steaming mugs…

Saturday, December 12th
7:30 p.m. – 9:30 p.m.

220 S. Michigan Ave.