Things To Do In Chicago In Winter: How To Best Spend Your Time

Just because winter is here doesn’t mean you have to stay cooped up in your house. In fact, there are plenty of activities to do in the winter that will keep you busy. Here are some fun and cozy things to do in Chicago in winter.




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Quick Jumplinks

Embrace the outdoors
Explore world-class attractions
Warm up with a delicious meal
Soak up the holiday spirit
Catch a show
Frequently Asked Questions







Embrace the outdoors







Bundle up and enjoy wintery activities like ice skating at Millennium Park or Maggie Daley Park, curling outdoors or on a rooftop rink, or sledding at Soldier Field. You can also take a walk or bike ride along the lakefront trail and enjoy the stunning views of the city skyline.



Explore world-class museums and attractions







Chicago has some of the best museums in the world and they are great places to escape the cold. The Art Institute of Chicago, the Field Museum of Natural History, the Shedd Aquarium, and the Museum of Science and Industry are all must-sees. You can also check out the Willis Tower for breathtaking views of the city, or take a trip to Navy Pier for some shopping, dining, and entertainment.



Warm up with a delicious meal







Chicago is a foodie paradise, and there’s no shortage of great places to eat . In the winter, you might be especially craving some hearty comfort food. Try some Chicago-style deep-dish pizza, a juicy Italian beef sandwich, or a classic Chicago-style hot dog.



Immerse yourself in the holiday spirit







Chicago goes all out for the holidays, with festive decorations, twinkling lights, and special events. Visit Christkindlmarket in Daley Plaza for a traditional German Christmas market experience replete with handcrafted ornaments, delicious food, and glühwein (mulled wine). You can also take a drive or walk through some of the city’s most famous neighborhoods like Lincoln Park, Wicker Park, and Bucktown to see their elaborate holiday light displays.



Catch a show







Chicago has a vibrant theater scene, with everything from Broadway shows to off-beat productions. You can also catch a concert, a sporting event, or a festive comedy show.



What type of winter, snowy fun will your family have this year? Share your ideas to spread the Christmas spirit with us and our readers.



Frequently Asked Questions



What are some outdoor activities I can do in Chicago in winter?

Ice skating at Millennium Park or Maggie Daley Park



Curling outdoors or on a rooftop rink



Sledding at Soldier Field



Exploring Millennium Park and the surrounding area



Walking or running along the lakefront trail with stunning views of the city



Visiting Lincoln Park Zoo to see the animals in their winter coats





What are some things to do indoors in Chicago in winter?

Explore the world-renowned collections at the Art Institute of Chicago



Learn about natural history at the Field Museum



See underwater creatures at the Shedd Aquarium



Visit the Museum of Science and Industry for interactive exhibits



Catch a concert or a play at one of Chicago’s many theaters





What are some free things to do in Chicago in winter?

Explore the many winter festivals and events throughout the city.



Visit the Garfield Park Conservatory to see beautiful flowers and plants.



Go for a walk or hike in one of Chicago’s many parks.



Ice skate at Maggie Daley Park.



Browse the shops and window displays along the Magnificent Mile.









Ritesh Raj

COO at CuddlyNest
Editorial Policy
Last update: 6 June 2024




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Explore More

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Guide To Downtown Chicago
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The post Things To Do In Chicago In Winter: How To Best Spend Your Time first appeared on CuddlyNest Travel Blog .