Connie Dornan

Chicago Winter

Chicagoland Holiday Events to Enchant Your Season

November 24, 2023

Experience the Magic of the Holidays in Chicagoland: Unmissable Events and Festivities

The holiday season is upon us, offering the perfect opportunity to explore and enjoy the vibrant spirit of Chicagoland. Whether you're a long-time resident, considering a move to the suburbs, or just curious about the area, the array of holiday events and activities provides a wonderful glimpse into the diverse communities of this region.

We recommend diving into the festive season with these top holiday events. They're spread across Chicago, offering a blend of local and visitor experiences. After participating in these events, why not savor a meal at a nearby restaurant, indulge in some shopping, or take a leisurely drive through local neighborhoods to envision life in these vibrant areas?

Must-Visit Holiday Events in Chicago

Christkindlmarket (Daley Plaza): Beginning November 17 and lasting until Christmas Eve, this European-style market is a hub of unique shopping, cultural activities, and family fun. Last year, it ranked as the third-best holiday market worldwide and the top one outside Europe.Christkindlmarket at Daley Plaza, with festive wooden stalls, holiday lights, and downtown skyscrapers.

Lincoln Park ZooLights (Lincoln Park): Starting November 17 and running through January 7, 2024, this event dazzles with new displays and interactive experiences. Don't miss the garden-themed light show and the holiday-themed bar for some cozy s’mores.Lincoln Park Zoo Lights, with colorful illuminated trees, a Ferris wheel, and the Chicago skyline.

Light Up the Lake (Navy Pier): From November 24 through New Year's Eve, enjoy a magnificent indoor/outdoor light display, ice skating, holiday workshops, and more. Remember, bringing your own skates lets you skate for free! People skate on a lakeside rink surrounded by glowing Christmas trees and holiday market stalls.

Thanksgiving Parade (Various Locations): Starting at 8:00am, the parade features giant inflatable balloons, diverse cultural performances, and appearances from notable figures. Catch a great view under the “L” by the Harold Washington Library. Thanksgiving parade fills a downtown street with giant cartoon balloons and crowds.

Polar Express (Union Station): This magical hour-long train journey to the North Pole offers hot cocoa, shortbread, and caroling. A sensory-friendly train will run on December 31 at 2:00pm. Polar Express holiday event inside Union Station, with a decorated train, festive lights, and a polar bear mascot.

Holiday Delights in the Suburbs

Happy Holiday Railway (Union): Join Santa on a 40-minute train ride from the Illinois Railway Museum, featuring an animated light show and holiday song performances. Happy Holiday Railway (Union) graphic with Santa, a train, and a moonlit Christmas village.

NaperLights (Naperville): This free winter wonderland in downtown Naperville runs daily from Thanksgiving through New Year's Day and boasts over 150,000 lights and holiday figures. Naperville holiday light display with illuminated trees, decorated storefronts, and the NaperLights title.

Warm Bevy Walk & Open House & Window Decorating (Evanston): On December 14, explore downtown Evanston's shops and restaurants, offering warm beverages and special deals. Evanston holiday storefront event, with decorated windows and outdoor market stalls.

Carriage Rides & Caroling (Long Grove): Starting November 17, experience horse-drawn carriage rides and holiday carolers in the historic downtown area. Holiday carriage rides and caroling in snowy Long Grove, with a decorated storefront and seated spectators.

Holiday Magic @ the Zoo (Brookfield): Beginning November 24, the Brookfield Zoo lights up with over two million LED lights, a 41’-tall tree, and animated displays. Holiday Magic at the Zoo in Brookfield, with a towering illuminated Christmas tree and festive displays.

Lightscape at the Chicago Botanical Garden (Glencoe): This after-dark experience from November 10 through January 7, 2024, features stunning light installations and interactive experiences. Lightscape at the Chicago Botanic Garden in Glencoe, with colorful illuminated sculptures and visitors.

It’s a Wonderful Life Pop-Up Bar (Brookfield): On December 9, Joe’s Saloon hosts its 3rd Annual event, inspired by the classic film, with movie-themed drinks and trivia.It's a Wonderful Life Pop-Up Bar in Brookfield, with a decorated bar, cocktails, and a Christmas tree.

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