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Tropical Wednesdays
Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!
Wednesday, December 24th
6:00 p.m. – 8:00 p.m.Vintage Bar Chicago
1449 W. Taylor St.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 24th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionTheatre & Performing Arts
The Joffrey Ballet’s The Nutcracker
Experience magic this holiday season with two-time Tony Award®-winner Christopher Wheeldon’s ‘The Nutcracker’. On a magical Christmas Eve, mere months before the opening of Chicago’s…
Theatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Thursday, December 25thCadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
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…
Thursday, December 25th
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphTours & Attractions
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 27th, 2024. Unwind after work with…
Thursday, December 25th
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessMusic & Comedy, Theatre & Performing Arts
Improvsed DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…
Thursday, December 25th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StTheatre & Performing Arts
The Joffrey Ballet’s The Nutcracker
Experience magic this holiday season with two-time Tony Award®-winner Christopher Wheeldon’s ‘The Nutcracker’. On a magical Christmas Eve, mere months before the opening of Chicago’s…
Theatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Friday, December 26thCadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Friday, December 26th
12:00 a.m. – Saturday, December 27th
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Friday, December 26th
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
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, December 26th
11:30 a.m. – 1:00 p.m.Meet at Chicago Cultural Center – Welcome Desk – Randolph St. EntranceFestivals, 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 26th
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveMusic & 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 26th
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & 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 26th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.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 26th
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.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 26th
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StTheatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…
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 26th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.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 26th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Friday, December 26th
8:00 p.m. – 9:30 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.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 26th
9:00 p.m. – 10:00 p.m.Malarkey Comedy, Home of ComedySportz Chicago
929 W. Belmont Ave.

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