Skip to consent to cookiesSkip navigation
Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

Candlelight: Holiday Special featuring “Silent Night, “Jingle Bells,” and More
Dec19
Music & Comedy

Candlelight: Holiday Special featuring “Silent Night, “Jingle Bells,” and More

Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Chicago. Get your tickets now to discover…

Thursday, December 19th
6:30 p.m.7:30 p.m.
Stan Mansion
2408 North Kedzie Boulevard
Holidays of Joy
Dec19
Music & Comedy

Holidays of Joy

Revel in the wonder of the holidays through the universal language of holiday music. Join us for an evening of festive cheer and holiday spirit…

Thursday, December 19th
6:30 p.m.8:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Holidays of Joy
Dec19
Music & Comedy, Theatre & Performing Arts

Holidays of Joy

Join us for an evening of festive cheer and holiday spirit at the Chicago Sinfonietta’s HOLIDAYS OF JOY concert, featuring Guest Conductor Chelsea Tipton II and Guest Vocalist…

Thursday, December 19th
6:30 p.m.9:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Stand-Up Comedy: Sophie Buddle
Dec19
Music & Comedy

Stand-Up Comedy: Sophie Buddle

Sophie Buddle is a stand-up, a TV writer, and a podcaster. She has appeared on “The Tonight Show”, “The Late Late Show with James Corden”,…

Thursday, December 19th
7:00 p.m.9:00 p.m.
Zanies Comedy Club
1548 N. Wells St.
3rd Coast Brass presents “A Very Brass Christmas”
Dec19
Music & Comedy

3rd Coast Brass presents “A Very Brass Christmas”

3rd Coast Brass is the premier brass ensemble in the Chicago area. Their members perform with some of the top orchestras in the United States,…

Thursday, December 19th
7:00 p.m.9:30 p.m.
Epiphany Center For The Arts: Epiphany Hall
201 S Ashland Ave
Dumb and Drummer
Dec19
Music & Comedy, Theatre & Performing Arts

Dumb and Drummer

Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…

Thursday, December 19th
7:30 p.m.9:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Happy Holly-Daze Performance
Dec19
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…

Thursday, December 19th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Spocket + Alysha Monique + Club Crib
Dec19
Music & Comedy

Spocket + Alysha Monique + Club Crib

Presented by Chop Shop. This is an 21+ event Lineup Doors open ― 7:00 PM Spocket Alysha Monique Club Crib

Thursday, December 19th
8:00 p.m.11:30 p.m.
1st Ward at Chop Shop
2033 W. North Ave
Christmas Karen 3
Dec19
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 19th
9:30 p.m.10:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Millennium Park Holiday Sing-Alongs
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 20th
6:00 p.m.8:00 p.m.
Millennium Park
201 E Randolph St
Teatro Zinzanni
Dec20
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 20th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Little Orphan Boy The Musical!
Dec20
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 20th
6:30 p.m.8:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Infinite Wrench
Dec20
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 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
420 Shakespeare
Dec20
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 20th
7:00 p.m.8:30 p.m.
Your Budz
3722 N Southport Ave
Stand-Up Comedy: Sophie Buddle
Dec20
Music & Comedy

Stand-Up Comedy: Sophie Buddle

Sophie Buddle is a stand-up, a TV writer, and a podcaster. She has appeared on “The Tonight Show”, “The Late Late Show with James Corden”,…

Friday, December 20th
7:00 p.m.9:00 p.m.
Zanies Comedy Club
1548 N. Wells St.
Ugly Sweater Party at Schubas w/ Josh Spinner
Dec20
Music & Comedy

Ugly Sweater Party at Schubas w/ Josh Spinner

Get ready for an ugly sweater extravaganza with Josh Spinner! Come on down to Schubas December 20th for an indie pop show you will not…

Friday, December 20th
7:30 p.m.9:00 p.m.
Schubas Tavern
3159 N Southport Ave
Onward and Overwhelmed
Dec20
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 20th
7:30 p.m.9:00 p.m.
The Second City
230 West North Avenue
Happy Holly-Daze Performance
Dec20
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 20th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Devil’s Daughter
Dec20
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 20th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Improvised Shakespeare Company®
Dec20
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 20th
8:00 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
Samara Joy – A Joyful Holiday
Dec20
Music & Comedy

Samara Joy – A Joyful Holiday

Don’t miss Samara Joy’s A Joyful Holiday performance at The Chicago Theatre on December 20.

Friday, December 20th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Improvised Sitcom
Dec20
Music & Comedy, Theatre & Performing Arts

Improvised Sitcom

Cue the laugh track- it’s a very special episode of your favorite long running tv show! The gang gets up to the same ‘ol wacky…

Friday, December 20th
8:30 p.m.9:30 p.m.
The Second City
230 W North Ave., 2nd Floor
The Sleighover
Dec20
Music & Comedy

The Sleighover

In this world-premiere comedy from the comedic minds of Sage Huston and Riley Woollen, holiday cheer meets absolute chaos as three families are trapped in…

Friday, December 20th
8:30 p.m.9:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Tvvin + KOLLA + NEIV + ATV – In the round
Dec20
Music & Comedy

Tvvin + KOLLA + NEIV + ATV – In the round

Presented by Chop Shop. This is an 18+ event Lineup Doors open ― 8:00 PM Tvvin KOLLA NEIV

Friday, December 20th
9:00 p.m.11:30 p.m.
1st Ward at Chop Shop
2033 W. North Ave
bean-night

Explore hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

visitors_guide_2024_cover

Visitors Guide

Start planning today

Get the guide