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Upcoming Chicago Events

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Sketch Playlist
Dec4
Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…

Thursday, December 4th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Viceroy Lobby Holiday Tree
Dec5
Festivals, Fairs & Special Events

Viceroy Lobby Holiday Tree

Step into the spirit of the season as our lobby transforms into a festive haven. You are invited to take part in holiday tree decorating,…

Friday, December 5th
Viceroy Chicago
1118 N State St
Letter to Santa
Dec5
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…

Friday, December 5th
Viceroy Chicago
1118 N State St
Christkindlmarket
Dec5
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, December 5th
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Dec5
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, December 5th
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
Millennium Park Holiday Sing-Along
Dec5
Music & Comedy, Theatre & Performing Arts

Millennium Park Holiday Sing-Along

The Millennium Park Holiday Sing-Along invites Chicagoans and visitors to sing out and celebrate Chicago’s diverse holiday traditions at 6 p.m. on Fridays between December…

Friday, December 5th
6:00 p.m.7:00 p.m.
Cloudgate Plaza in Millennium Park
201 E Randolph St
Wicker Park Bucktown’s “First Fridays” Art Walk
Dec5
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, December 5th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
The Infinite Wrench
Dec5
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 5th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Dec5
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, December 5th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Dec5
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, December 5th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Che Durena at The Comedy Bar
Dec5
Music & Comedy

Che Durena at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry PLEASE NOTE: This is a special…

Friday, December 5th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Dec5
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 5th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Grossman Ensemble – Form & Figure
Dec5
Music & Comedy

Grossman Ensemble – Form & Figure

The Grossman Ensemble, in residence at the Chicago Center for Contemporary Composition, begins the 2025-26 concert season by adding four new works to its already…

Friday, December 5th
7:30 p.m.9:00 p.m.
Reva and David – Logan Center for the Arts
915 E 60th St
Devil’s Daughter
Dec5
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 5th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Dec5
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, December 5th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Dec5
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…

Friday, December 5th
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Trapped in a Musical – an improvised musical
Dec5
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, December 5th
9:00 p.m.10:00 p.m.
Che Durena at The Comedy Bar
Dec5
Music & Comedy

Che Durena at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry PLEASE NOTE: This is a special…

Friday, December 5th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Dec5
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, December 5th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Dec5
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, December 5th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Viceroy Lobby Holiday Tree
Dec6
Festivals, Fairs & Special Events

Viceroy Lobby Holiday Tree

Step into the spirit of the season as our lobby transforms into a festive haven. You are invited to take part in holiday tree decorating,…

Saturday, December 6th
Viceroy Chicago
1118 N State St
Letter to Santa
Dec6
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…

Saturday, December 6th
Viceroy Chicago
1118 N State St
Christkindlmarket
Dec6
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,…

Saturday, December 6th
11:00 a.m.9:00 p.m.
Daley Civic Center
50 W. Washington St.
McCormick Tribune Ice Rink
Dec6
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 6th
11:00 a.m.10:30 p.m.
Millennium Park
201 E Randolph St
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