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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…
Theatre & 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 January 2, 2026
12:00 a.m. – Saturday January 3, 2026
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 January 2, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Museums, Galleries & Exhibitions
Not a Soft Thing: A Group Exhibition by Artist Mothers
Not a Soft Thing is a multifaceted exhibition by 15 artist/mothers spanning diverse cultural backgrounds, disciplines, and stages of caregiving. Together, this artist collective challenges…
Friday January 2, 2026
10:00 a.m. – 4:45 p.m.Chicago Cultural Center
78 E Washington StTours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Friday January 2, 2026
10:00 a.m. – 5:00 p.m.Peppa Pig World of Play Chicago
5 Woodfield MallMuseums, Galleries & Exhibitions
Illinois Holocaust Museum presents Experience360
Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect…
Friday January 2, 2026
10:00 a.m. – 5:00 p.m.Illinois Holocaust Museum presents Experience360
360 N State StMuseums, Galleries & Exhibitions
Take Care with Peanuts: The Exhibit
Good grief! Join Charlie Brown and the Peanuts Gang at Chicago Children’s Museum! Step into Take Care with Peanuts: The Exhibit and be transported into…
Friday January 2, 2026
10:00 a.m. – 5:00 p.m.Chicago Children’s Museum
700 E. Grand Ave.Museums, Galleries & Exhibitions
American Prophets: Writers, Religion, and Culture
American Prophets journeys through the pages of American history to explore the influence of religion and spirituality on writers and culture, with interactive displays incorporating…
Friday January 2, 2026
10:00 a.m. – 5:00 p.m.American Writers Museum
180 N. Michigan Ave.Museums, Galleries & Exhibitions
Museum of Ice Cream’s Pinkmas
Pinkmas at Museum of Ice Cream is officially back for the season, step into the sweetest holiday celebration of the season, happening now through January…
Friday January 2, 2026
10:00 a.m. – 7:00 p.m.435 N Michigan Ave Suite G, Chicago, IL 60611
435 N Michigan Ave. Suite GFestivals, Fairs & Special Events, Tours & Attractions
Pilsen Day Trip
We’re excited to host a Pilsen Day Trip Passport for visitors to shop local, shop small for their holiday shopping needs or for anyone who…
Friday January 2, 2026
10:00 a.m. – 7:00 p.m.Pilsen Commercial Corridor, 18th Street from Damen to Morgan
W 18th St & S Damen AveSports & 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 January 2, 2026
11:00 a.m. – 10:30 p.m.Millennium Park
201 E Randolph StTours & 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 January 2, 2026
12:30 p.m. – 1:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrMuseums, Galleries & Exhibitions
The Beauty of Chicago
An ongoing showcase celebrating the people, places, and stories that define our city. Forum 301 Chicago will be hosting local Chicago artist to showcase their…
Festivals, Fairs & Special Events
Champagne Row, by Park Hyatt Chicago
CHAMPAGNE ROW, by Park Hyatt Chicago Thu – Sat, 3-8pm Reserve Your Seat | View Menu Park Hyatt Chicago hosts an intimate champagne experience…
Friday January 2, 2026
3:00 p.m. – 8:00 p.m.Park Hyatt Chicago
800 N. Michigan AveFestivals, 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 January 2, 2026
3:00 p.m. – 9:00 p.m.Brookfield Zoo Chicago
3300 Golf RdFestivals, Fairs & Special Events
The Glenlivet 55 Legacy Experience, by Park Hyatt Chicago
Park Hyatt Chicago presents a singular offering centered on The Glenlivet 55 Year Old – Edition No. 1 of The Eternal Collection. Matured for more…
Friday January 2, 2026
5:00 p.m. – 7:00 p.m.Park Hyatt Chicago
800 N. Michigan AveFestivals, 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 January 2, 2026
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveMusic & 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 January 2, 2026
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 January 2, 2026
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 January 2, 2026
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StFriday January 2, 2026
7:00 p.m. – 8:30 p.m.United Center
1901 W Madison St,Theatre & Performing Arts
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival
Pegasus Theatre Chicago presents the 39th Annual Young Playwrights Festival, January 1 – 24, 2026 at Chicago Dramatists, 798 N. Aberdeen. For nearly four decades,…
Friday January 2, 2026
7:00 p.m. – 9:30 p.m.Chicago Dramatists
1105 W. Chicago Ave. , Chicago, IL, 60642Music & 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 January 2, 2026
7:00 p.m. – 10:00 p.m.Teatro ZinZanni – Cambria Hotel
32 W Randolph StFestivals, 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…

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