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

Upcoming Chicago Events

Check out what's happening all around Chicago.

McCormick Tribune Ice Rink
Dec20
Sports & Recreation

McCormick Tribune Ice Rink

Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…

Saturday, December 20th
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
ComedySportz Chicago
Dec20
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, December 20th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
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…

Saturday, December 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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…

Saturday, December 20th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Baby Wants Candy! The Original Completely Improvised Musical
Dec20
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 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Dec20
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 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Holiday In Concert
Dec20
Music & Comedy

The Holiday In Concert

Beloved romcom The Holiday is heading to The Auditorium this festive season. The live-to-film experience with the Chicago Philharmonic takes the Christmas classic and the…

Saturday, December 20th
7:30 p.m.9:00 p.m.
The Auditorium
50 E Ida B Wells Drive
ComedySportz Chicago
Dec20
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, December 20th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Best Of Annoyance Sketch
Dec20
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 20th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Letter to Santa
Dec21
Festivals, Fairs & Special Events

Letter to Santa

Little ones are invited to share their holiday wishes in our beautifully decorated lobby. Children can pen letters to Santa and place them in our…

Sunday, December 21st
Viceroy Chicago
1118 N State St
Christkindlmarket
Dec21
Festivals, Fairs & Special Events

Christkindlmarket

What can you expect at the market?  The German-style Christmas Market provides a safe outdoor experience for the whole family. All Christkindlmarkets are always free admission. The smell of roasted nuts,…

Sunday, December 21st
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Dec21
Sports & Recreation

McCormick Tribune Ice Rink

Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…

Sunday, December 21st
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
Wheel of Improv
Dec21
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, December 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec21
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks

Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…

Sunday, December 21st
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Letter to Santa
Dec22
Festivals, Fairs & Special Events

Letter to Santa

Little ones are invited to share their holiday wishes in our beautifully decorated lobby. Children can pen letters to Santa and place them in our…

Monday, December 22nd
Viceroy Chicago
1118 N State St
Christkindlmarket
Dec22
Festivals, Fairs & Special Events

Christkindlmarket

What can you expect at the market?  The German-style Christmas Market provides a safe outdoor experience for the whole family. All Christkindlmarkets are always free admission. The smell of roasted nuts,…

Monday, December 22nd
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Dec22
Sports & Recreation

McCormick Tribune Ice Rink

Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…

Monday, December 22nd
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec22
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks

Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…

Monday, December 22nd
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Letter to Santa
Dec23
Festivals, Fairs & Special Events

Letter to Santa

Little ones are invited to share their holiday wishes in our beautifully decorated lobby. Children can pen letters to Santa and place them in our…

Tuesday, December 23rd
Viceroy Chicago
1118 N State St
Christkindlmarket
Dec23
Festivals, Fairs & Special Events

Christkindlmarket

What can you expect at the market?  The German-style Christmas Market provides a safe outdoor experience for the whole family. All Christkindlmarkets are always free admission. The smell of roasted nuts,…

Tuesday, December 23rd
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Dec23
Sports & Recreation

McCormick Tribune Ice Rink

Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…

Tuesday, December 23rd
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
Tuesday Good Show
Dec23
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, December 23rd
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec23
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks

Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…

Tuesday, December 23rd
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Comic Court: The Best Comedy Show in the World
Dec23
Music & Comedy, Theatre & Performing Arts

Comic Court: The Best Comedy Show in the World

Would you rather be able to fly or be able to turn invisible? Who are we more tired of: Ryan Reynolds or Dwayne Johnson? Would…

Tuesday, December 23rd
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide