Christkindlmarket
Nov21
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,…

Friday, November 21st
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Nov21
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…

Friday, November 21st
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
Chicago Greeter InstaGreeter Walks of the Loop
Nov21

Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…

Friday, November 21st
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Millennium Park Holiday Market
Nov21
Tours & Attractions

Millennium Park Holiday Market

Enjoy shopping, live entertainment, and concessions at the Millennium Park Holiday Market! The opening of the market is aligned with the 112th Annual Christmas Tree…

Friday, November 21st
12:00 p.m.8:00 p.m.
Millennium Park
201 E Randolph St
Seadog Architecture Tour on the Chicago River
Nov21
Tours & Attractions

Seadog Architecture Tour on the Chicago River

Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…

Friday, November 21st
12:30 p.m.1:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago River Sleigh Rides with Santa!
Nov21
Tours & Attractions

Chicago River Sleigh Rides with Santa!

🎅🚢 Set sail on the iconic Chicago River this holiday season with our Santa Claus Sleigh Ride Cruises! 🌟 Join us for an unforgettable experience…

Friday, November 21st
1:00 p.m.7:00 p.m.
DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater Access
EXP Presents Horizon of Khufu
Nov21
Tours & Attractions

EXP Presents Horizon of Khufu

Be among the first to experience EXP Rosemont, a brand-new 26,000-square-foot immersive destination blending art, science and technology through rotating world-class experiences. Opening its doors…

Friday, November 21st
1:00 p.m.8:00 p.m.
EXP
9900 Berwyn Avenue
A Christmas Carol
Nov21
Theatre & Performing Arts

A Christmas Carol

“I will honor Christmas in my heart, and try to keep it all the year.” Rediscover a Dickens’ classic with an adaptation that “makes you…

Friday, November 21st
2:00 p.m.
Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601
Holiday Magic
Nov21
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…

Friday, November 21st
3:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
City of Chicago Christmas Tree Lighting Ceremony
Nov21
Festivals, Fairs & Special Events, Tours & Attractions

City of Chicago Christmas Tree Lighting Ceremony

Chicago’s “official” Christmas tree, the 112th Annual City of Chicago Christmas Tree in Millennium Park, will shine brightly near the intersection of Michigan Ave. and…

Friday, November 21st
5:00 p.m.7:00 p.m.
Millennium Park
201 E Randolph St
3rd Fridays Free Admission Night
Nov21
Museums, Galleries & Exhibitions, Tours & Attractions

3rd Fridays Free Admission Night

Free Admission Museum Nights take place every third Friday of each month from 5 pm to 8 pm! The tour will start at 6:00 pm…

Friday, November 21st
5:00 p.m.8:00 p.m.
Heritage Museum of Asian Art
3FL, 3500 S Morgan St, Chicago, IL, 60609
Wicker Park Bucktown’s “First Fridays” Art Walk
Nov21
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, November 21st
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
A Night with Chicago Football Conference Champions: Brian Urlacher, Rex Grossman & Alex Brown
Nov21
Sports & Recreation, Tours & Attractions

A Night with Chicago Football Conference Champions: Brian Urlacher, Rex Grossman & Alex Brown

Duration 3 hours Multi-course buffet dinner  Premium open bar Shared cabaret seating Onboard DJ entertainment Stunning city skyline views Live show experience

Friday, November 21st
6:00 p.m.10:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
A Night with Chicago Football Conference Champions: Brian Urlacher, Rex Grossman & Alex Brown
Nov21
Music & Comedy, Tours & Attractions

A Night with Chicago Football Conference Champions: Brian Urlacher, Rex Grossman & Alex Brown

Relive the 2006 season with legends aboard City Cruises Live! Celebrate one of the most unforgettable chapters in Chicago football history with the players who…

Friday, November 21st
6:00 p.m.10:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
The Infinite Wrench
Nov21
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, November 21st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Nov21
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…

Friday, November 21st
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Nov21
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…

Friday, November 21st
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Marc-Anthony Sinagoga at The Comedy Bar
Nov21
Music & Comedy

Marc-Anthony Sinagoga at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Marc-Anthony Sinagoga is known for telling…

Friday, November 21st
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
NBA Cup: Chicago Bulls vs. Miami Heat
Nov21
Friday, November 21st
7:00 p.m.8:30 p.m.
United Center
1901 W Madison St.
Chicago’s Best Stand Up
Nov21
Music & Comedy

Chicago’s Best Stand Up

Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago! Join us on November 21, 2025, at 7:00 PM for a night of…

Friday, November 21st
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
The House That Will Not Stand
Nov21
Theatre & Performing Arts

The House That Will Not Stand

In early nineteenth-century New Orleans, widowed mother Beartrice struggles to manage her headstrong daughters after the death of her second husband. But as the matriarch…

Friday, November 21st
7:00 p.m.9:15 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Much Ado About Nothing
Nov21
Theatre & Performing Arts

Much Ado About Nothing

Just in time for the holiday season, Shakespeare’s wittiest rom-com is “as merry as the day is long!” Beatrice is living it up as a…

Friday, November 21st
7:00 p.m.9:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
Zhou B Art Center 3rd Friday
Nov21
Museums, Galleries & Exhibitions

Zhou B Art Center 3rd Friday

Zhou B Art Center opens exhibitions every 3rd Friday of the month with an evening reception from 7pm-10pm hosted by resident artists and galleries. This…

Friday, November 21st
7:00 p.m.10:00 p.m.
Zhou B Art Center
1029 West 35th Street
Teatro Zinzanni
Nov21
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Friday, November 21st
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St