Windy City Wonderland highlights the best seasonal festivities, events, and activities in and around Chicago, from early November through New Year's Day. Dive into Chicago's magical winter charm with activities for all ages, celebrating the city's vi...
Sections
4
Festive Lights & Displays
Holiday Markets & Shopping
Seasonal Outdoor Fun
New Year's Celebrations
Festive Lights & Displays
Chicago dazzles with holiday lights and immersive displays, turning the city into a sparkling wonderland
Walk through this iconic holiday light display at the zoo. 11/15/24- 1/5/25. Free admission on select Mondays
ZooLights Presented by ComEd and Invesco QQQ | Lincoln Park Zoo
Kick off the season with a grand parade & fireworks on 11/23/24
Wintrust Magnificent Mile Lights Festival
Enjoy a nature-focused light display with interactive elements.
Illumination: Tree Lights at The Morton Arboretum | Holiday Light Show
Tree Lighting Ceremony Friday, November 22 at 6pm
City of Chicago Christmas Tree
Holiday Markets & Shopping
Experience unique holiday markets for seasonal shopping, festive treats, and artisanal finds.
Browse German-inspired stalls in Daley Plaza for holiday gifts and mulled wine.
Christkindlmarket Chicago
Indoor Holiday Market 11/16-11/17, 12/14/12/15
Randolph Street Market - Chicago Antique, Vintage, & Designer Festival
Discover one-of-a-kind arts, crafts, and gifts from local artists at the Merchandise Mart.
One of a Kind Holiday Show
Visit for local food vendors, unique gifts, and festive drinks 12/13-12/14
Sauced Night Market Before Xmas
Seasonal Outdoor Fun
Get outside to enjoy Chicago's brisk air with classic winter activities.
Skate with a view of the city's skyline at the McCormick Tribune Ice Rink 11/17 thru 3/5/2025
Millennium Park Ice Skating | Millennium Park Foundation
Head to Northerly Island for outdoor nature fun, including ice sculpting and animal encounters
Polar Adventure Days - Chicago Park District
Blackhawks will host the NHL Winter Classic® December 31, 2024 at Wrigley Field with puck drop set for 4 p.m
NHL Winter Classic | Chicago Blackhawks 12/31/24
Ski Chicago’s scenic trails when snowfall permits.
Cross-Country Skiing - Forest Preserves of Cook County
New Year's Celebrations
Ring in the New Year with spectacular events around the city for a festive start to 2025.
Ring in the New Year with Chicago’s award-winning spectacular fireworks show!
New Year’s Eve Fireworks | Navy Pier
A list of NYE and New Years Day Cruises
Celebrate New Year’s 2025 in Chicago | City Cruises
Usher in the new year with holiday concerts and special New Year’s Eve performances.
