Tuesday Good Show
Dec16
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 16th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tomato Throw Show
Dec16
Music & Comedy

Tomato Throw Show

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, December 16th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Krampus: The Fright Before Christmas
Dec16
Festivals, Fairs & Special Events, Tours & Attractions

Krampus: The Fright Before Christmas

We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…

Tuesday, December 16th
7:00 p.m.10:00 p.m.
13th Floor Chicago
5050 River Rd
Fresh Faces of Chicago
Dec16
Music & Comedy

Fresh Faces of Chicago

Welcome to The Laugh Factory – Chicago, where the vibrant city of Chicago comes alive with the Fresh Faces of Chicago on December 16, 2025,…

Tuesday, December 16th
7:30 p.m.9:30 p.m.
The Laugh Factory
175 N Broadway
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec16
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 16th
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Rod Wave – The Redemption Experience 2025-26 Tour
Dec16
Music & Comedy

Rod Wave – The Redemption Experience 2025-26 Tour

Rod Wave is scheduled to perform two shows in Chicago at the United Center as part of his Redemption Experience Tour in December 2025.

Tuesday, December 16th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Letter to Santa
Dec17
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…

Wednesday, December 17th
Viceroy Chicago
1118 N State St
Evanston Art Center’s 23nd Annual Winter Arts & Crafts Expo
Dec17
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Evanston Art Center’s 23nd Annual Winter Arts & Crafts Expo

The Evanston Art Center is proud to present the 23rd annual Winter Arts & Crafts Expo, featuring one-of-a-kind pieces of work by over 160 selected…

Wednesday, December 17th
Evanston Art Center
1717 Central St
Paris in Black Exhibition Opening at the DuSable Museum
Dec17
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Paris in Black Exhibition Opening at the DuSable Museum

Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance.  Discover the…

Wednesday, December 17th
DuSable Museum of African American History
740 East 56th Place
Holidays at Skydeck!
Dec17
Festivals, Fairs & Special Events

Holidays at Skydeck!

HOLIDAYS @ SKYDECK CHICAGO! Celebrate the season from 103 stories above the city at Holidays @ Skydeck! Skydeck’s lower-level Chicago museum and observation deck will…

Wednesday, December 17th
Skydeck Chicago
233 S Wacker Dr.
Christkindlmarket
Dec17
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,…

Wednesday, December 17th
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
Holiday Magic
Dec17
Festivals, Fairs & Special Events

Holiday Magic

We’re lighting up the night this holiday season! Returning with a brand new light display, celebrate more than 40 years of Holiday Magic. Now with…

Wednesday, December 17th
3:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Sheraton Sleigh Bar, Presented by Shula’s Steak House
Dec17
Festivals, Fairs & Special Events

Sheraton Sleigh Bar, Presented by Shula’s Steak House

Celebrate the holidays in Chicago at the Sheraton Sleigh Bar, presented by Shula’s Steak House—a limited-time holiday pop-up bar located inside the Sheraton Grand Chicago Riverwalk. This festive…

Wednesday, December 17th
5:30 p.m.9:00 p.m.
Sheraton Grand Chicago Riverwalk
301 E. North Water Street
Crowd Work Wednesday
Dec17
Music & Comedy

Crowd Work Wednesday

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…

Wednesday, December 17th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Pink Martini All Stars
Dec17
Music & Comedy

Pink Martini All Stars

Thomas Lauderdale’s globe-trotting “little orchestra” Pink Martini is back with an all-new holiday show that brings triple the joy! Featuring three of the band’s favorite…

Wednesday, December 17th
7:00 p.m.10:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Krampus: The Fright Before Christmas
Dec17
Festivals, Fairs & Special Events, Tours & Attractions

Krampus: The Fright Before Christmas

We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…

Wednesday, December 17th
7:00 p.m.10:00 p.m.
13th Floor Chicago
5050 River Rd
Chicago’s Late Night Talk Show: Christmas Special
Dec17
Music & Comedy

Chicago’s Late Night Talk Show: Christmas Special

The Not That Late Show is a POC- and queer-led late-night talk show hosted by Justin Swinson, featuring an ensemble of Chicago comedians debuting brand-new…

Wednesday, December 17th
7:30 p.m.9:00 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec17
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…

Wednesday, December 17th
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Chicago’s Best Stand Up
Dec17
Music & Comedy

Chicago’s Best Stand Up

Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago, featuring the hilarious talents of Chicago’s top comedians. Join us on December 26,…

Wednesday, December 17th
8:00 p.m.10:00 p.m.
The Laugh Factory
175 N Broadway
Hooch & Holler Comedy Show
Dec17
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, December 17th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Letter to Santa
Dec18
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…

Thursday, December 18th
Viceroy Chicago
1118 N State St
Evanston Art Center’s 23nd Annual Winter Arts & Crafts Expo
Dec18
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Evanston Art Center’s 23nd Annual Winter Arts & Crafts Expo

The Evanston Art Center is proud to present the 23rd annual Winter Arts & Crafts Expo, featuring one-of-a-kind pieces of work by over 160 selected…

Thursday, December 18th
Evanston Art Center
1717 Central St
Paris in Black Exhibition Opening at the DuSable Museum
Dec18
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Paris in Black Exhibition Opening at the DuSable Museum

Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance.  Discover the…

Thursday, December 18th
DuSable Museum of African American History
740 East 56th Place
Holidays at Skydeck!
Dec18
Festivals, Fairs & Special Events

Holidays at Skydeck!

HOLIDAYS @ SKYDECK CHICAGO! Celebrate the season from 103 stories above the city at Holidays @ Skydeck! Skydeck’s lower-level Chicago museum and observation deck will…

Thursday, December 18th
Skydeck Chicago
233 S Wacker Dr.