Are you looking for free things to do in Chicago during winter? This is the guide for you!
I have visited Downtown Chicago at least 25 times and consider myself an expert in exploring the area. As a full-time teacher, I know the importance of making your dollar stretch and not breaking the bank to take a vacation.
Chicago in winter is known for icy lakes, holiday festivities, Christkindl Markets, and overall winter charm.
Luckily, there are several free activities to enjoy the windy city this winter without breaking the bank!
Some of the best free things to do in Chicago this winter are ice skating, Macy’s Holiday Windows, free walking tours, free museum days, Lincoln Park Conservatory, Sledding at Soldier Field, Snowshoeing or Polar Adventure Days at Northerly Island, and taking a winter road trip to Starved Rock.
10 Free Chicago Winter Activities
1. Ice Skating in Maggie Daley Park or Millennium Park
Visiting Millennium Park is at the top of any Chicago itinerary. One of the most unique ways to experience the infamous urban parks is from their seasonal ice skating rinks!
Timed entry ticket reservations are required in advance online. Skating is free when you bring your own skates. There is a cost to rent skates from the outdoor rink.
Free ice skating begins in November, making it one of the best activities to do over Thanksgiving weekend in Chicago.
Bonus: The Bean at Millennium Park is one of the most famous Midwest tourist attractions.
2. Macy’s Holiday Window Display
Macy’s Holiday windows are a long-standing tradition at the Macy’s on Michigan Avenue in Chicago.
Since the early 1870s, these captivating displays have enchanted visitors with their intricate themes and festive decorations.
The windows often tell whimsical stories through animated characters and vibrant scenes, celebrating the spirit of the season with creativity and charm.
Each year, the unveiling of these holiday windows marks the start of Chicago’s festive celebrations, drawing crowds eager to experience the magical creations.
3. Free Walking Tour
Free walking tours are my favorite way to acclimate to any new city.
These tours are typically led by knowledgeable local guides who share fascinating insights into the city’s cultural landmarks and hidden gems.
Walking through areas like the Loop, Riverwalk, or historic districts provides a unique ground-level perspective on what makes Chicago such a dynamic and diverse metropolis.
Tip: Free walking tours are a great way to meet new friends if you are a solo traveler!
❄️Chicago Winter Planning Guides
4. Free Museum Days
Free museum days are one of the best ways to experience the city, and beat the cold this winter!
Many of Chicago’s world-renowned museums offer free admission on specific days, allowing both locals and tourists to explore cultural treasures without spending a dime.
Renowned institutions such as the Art Institute of Chicago, the Field Museum, and the Museum of Science and Industry participate in these special days, providing access to their exquisite collections and exhibits.
Be sure to check each museum’s website for their schedule and guidelines, as dates and admission requirements may vary.
Click here for a list of free museum days in Chicago in 2024.
5. Lincoln Park Conservatory
Lincoln Park Conservatory is perhaps one of the calmest places in Chicago.
The free conservatory is located right in the heart of the city, making it a convenient stop in between all of your other winter activities.
As you wander through the Victorian-era glass house, you’ll encounter a series of beautifully curated plant exhibits, including palms, ferns, and orchids.
Explore the surrounding park for even more natural beauty and relaxation.
Tip: The Conservatory is open year-round making it ideal to pair with any seasonal Midwest fall, spring, or summer activity.
6. Soldier Field Sledding
Did you know there was a free sledding hill right outside of Soldier Field? I had no idea.
Perfect for those looking to enjoy snowy activities without leaving the city, the hill provides a fun and energetic atmosphere where visitors can glide down the slopes with the city skyline as a backdrop.
Remember to bundle up and bring along some hot cocoa to keep warm as you enjoy the crisp air and unique vantage point this urban sledding adventure offers.
Bring your own sled.
Tip: Follow a Chicago Winter packing list to stay warm!
7. Snowshoeing at Northerly Island
Northerly Island is known for its vast green space along Lake Michigan, and its concert venue at the northern end of the park. I never thought of snowshoeing here before!
You can bring your own snowshoes for free or can rent them at the park’s visitor center during the winter months.
As you traverse the snowy landscape, you’ll be treated to views of the lake and Chicago’s skyline, offering a serene winter experience.
8. Polar Adventure Days at Northerly Island
At the time of this writing in October 2024, this winter’s free Polar Adventure dates have not yet been announced.
Polar Adventure Days feature free winter crafts, bonfires, hot cocoa, storytelling, and more.
Check the event website for announcements about this year’s festivities.
Popular Chicago Hotels:
9. Christkindl Market
I hesitate to place the Christkindl Market on this list because you’re probably going to want to purchase goodies at the famous German Christmas Market while you’re here!
However, there is no entrance fee to explore the market and you can always walk around for free without making any purchases.
It’s one of my absolute favorite winter things to do in Chicago!
10. Hiking at Starved Rock
There are tons of natural hiking trails within two hours from Chicago!
Entrance to Starved Rock and Matthiessen State Parks located in Utica, IL is completely free.
Enjoy twirling through frozen waterfalls as you explore your own winter wonderland.
Starved Rock is one of my favorite Midwest winter road trips.
Read Next: Best Places to Hike Near Chicago
Conclusion
Chicago offers many free winter activities that won’t break the bank.
There’s something for everyone from the festive Macy’s Holiday windows to the charming Christkindl Market.
Embrace the season with free sledding at Soldier Field, a serene visit to the Lincoln Park Conservatory, or snowshoeing at Northerly Island.
Don’t miss out on free walking tours and museum days to fully experience the city.
Ready to explore Chicago’s winter wonders? Use this guide to plan your adventure today!
