16 Best Things to Do in Chicago in Winter

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Chicago in winter looks almost ethereal. The city also packs a punch of holiday-themed activities plus the many indoor attractions. Here is a guide to great winter activities and holiday-themed events in the city along with where to stay and what to eat.

Ice Skate at Millennium Park

The free area under the Bean is transformed into the McCormick Tribune Rink. Don’t forget to see its many attractions including the famous Bean, Jay Pritzker Pavilion, and Lurie Garden among others.

See the Magnificent Mile Lights

The Magnificent Mile Holiday Lights Festival Musical features performances, family events, and winter wonderland activities are held on weekends throughout the holiday months.

Visit the Christmas Market

Christkindlmarket in Chicago is inspired by the famous German Christmas Market in Nuremberg. There are many vendors selling Christmas gifts, holiday beverages, foods, and more at this holiday market.

Holiday Window Décor

The best places to see the holiday displays are along Michigan Avenue and State Street. Macy’s on State Street especially puts on quite a spectacular holiday display. We also love the holiday decor inside Water Tower Place.

Attend the Tree Lighting Ceremony

The Christmas tree lighting is one of the most popular holiday events in Chicago. The event features musical performances by celebrities and appearances by Santa Claus and Mrs. Claus. The event takes place in Millennium Park.

 Lincoln Park Zoo Lights Festival

The zoo turns spectacular in the holiday season when over a million lights are used to decorate trees and almost everything in the park.

See trees from Around the World at the Museum of Science and Industry

This event explores holiday traditions in different countries with over 50 decorated Christmas trees.

Have fun at the Skating Ribbon

Maggie Daley Park is located right behind Millennium Park but is rarely visited by tourists. Skate rentals and hot chocolate are available at the park to complete your experience.

See a Holiday Musical in Theater District

Watch classics like A Christmas Carol at the Goodman Theatre, It’s a Wonderful Life by the American Blues Theater, and the Nutcracker at Chopin Theater.

New Year’s Fireworks at Navy Pier

Their Winter Wonderfest event has indoor ice skating, carousel, and free fireworks displays which is the best way to ring in the New Year in Chicago. 

Attend St. Patrick’s Day Celebrations

The highlight is the Chicago River Dyeing Ceremony where the entire river turns green. Parades are held everywhere in the city followed by a green beer bar crawl.