Winter in Chicago doesn’t have to cost a fortune to be a good time. Whether you’re a local or just visiting, there are tons of fun, budget-friendly things to do around the city.
From skating with skyline views to exploring hidden indoor gems, you can make the most of the season without emptying your wallet.
So throw on your coziest coat, grab a hot drink, and let’s dive into 14 cheap (and awesome) things to do in Chicago!
1. Check Out the Chicago Cultural Center
The Chicago Cultural Center is a hidden gem that’s completely free to visit! You can wander through stunning art exhibits, catch live music or performances, and marvel at the beautiful Tiffany dome. It’s warm, indoors, and a perfect way to spend a chilly day.
2. Stroll Through Millennium Park
Even in winter, Millennium Park is a must-visit. Snap a selfie at "The Bean," admire the snowy cityscape, or watch the ice skaters twirl on the rink. It’s a great spot to soak in Chicago’s vibe without spending a dime.
3. Go Ice Skating at Maggie Daley Park
Skating at Maggie Daley Park is an absolute blast, especially on their one-of-a-kind skating ribbon. If you bring your own skates, you can glide for free, or you can rent a pair without spending too much. The best part? The stunning downtown skyline that surrounds you while you skate!
4. Wander the Lincoln Park Conservatory
When it’s freezing outside, step into the tropical vibes of the Lincoln Park Conservatory. It’s free, filled with lush plants, and feels like a mini getaway from the Chicago winter. Plus, it’s a great spot for Instagram-worthy pics.
5. Visit the Garfield Park Conservatory
Another free spot to warm up is the Garfield Park Conservatory. It’s like stepping into a giant greenhouse oasis, and it’s so peaceful. You’ll find everything from cacti to palm trees – a perfect little winter escape.
6. Explore Navy Pier’s Indoor Spaces
Navy Pier might be a summer hotspot, but there’s still plenty to do in the winter. Walk through the indoor gardens, check out the art installations, or just enjoy the lake views. It’s great for killing a few hours without spending much.
7. Take a Walk Along the Lakefront Trail
Yes, it’s cold, but the Lakefront Trail in winter is stunning. Bundle up, grab a coffee, and enjoy the peaceful snowy views of Lake Michigan. It’s a great way to clear your mind and admire Chicago’s beauty.
8. Hit Up a Winter Farmers Market
Chicago has a few winter farmers markets where you can browse for local goodies and crafts. Even if you don’t buy much, it’s fun to look around and sample treats. Check out Logan Square or Green City Market for cozy vibes.
9. Enjoy Free Days at the Museums
If you time it right, you can score free admission to places like the Art Institute or the Field Museum. Many museums offer free days for Illinois residents – just double-check the schedule before you go!
10. Tour the City’s Festive Lights
Chicago knows how to do winter lights! Take a walk down Michigan Avenue to see the sparkling decorations or head to the Chicago ZooLights for a low-cost holiday display. It’s magical and gets you in the winter spirit.
11. Visit the Chicago Riverwalk
Even in the winter, the Chicago Riverwalk is a scenic spot to explore. Bundle up and enjoy the frozen beauty of the Chicago River with stunning views of the city’s architecture. It’s free and perfect for a peaceful stroll.
12. Explore the Winter Garden at the Harold Washington Library
This is a super cozy spot to warm up and relax without spending a penny. The Winter Garden on the top floor of the Harold Washington Library is a hidden oasis with natural light and greenery. Bring a book or just chill for a while.
13. Catch a Free Improv Show
Chicago’s known for its comedy, and many improv theaters offer free or pay-what-you-can performances. Check out The Annoyance or ComedySportz for a night of laughs that won’t break the bank.
14. Take in the Chicago Pedway
The Pedway is an underground walkway connecting buildings downtown, and it’s such a quirky way to explore the city in winter without freezing. You’ll find shops, cafes, and random bits of Chicago’s hidden side – it’s an adventure!
Takeaway
Chicago in the winter doesn’t have to be all about splurging—there are so many fun, cheap things to do that’ll keep you busy and smiling through the cold.
Whether you’re skating with skyline views, exploring cozy conservatories, or just soaking in the city’s festive vibes, there’s plenty to enjoy without spending a ton.
So grab your friends, bundle up, and start checking off these 14 cheap things to do in Chicago during winter. You’ll make some awesome memories without blowing your budget!