20 Cheap Things to do in Chicago in the Winter For Fun

Chicago winters may be chilly, but they don’t have to be expensive. Whether you’re strolling through festive markets, catching a free concert, or lacing up for ice skating, the city has plenty of affordable ways to enjoy the season.

There’s something for everyone, from cozy indoor attractions to scenic outdoor spots. If you’re on the hunt for cheap things to do in Chicago in the winter, you’re in for some budget-friendly fun.

Below Are the 20 Cheap Things to Do in Chicago in the Winter

1. Ice Skating at Millennium Park

Enjoy free outdoor ice skating beneath the iconic Cloud Gate sculpture, also known as “The Bean.” The rink is open to skaters of all levels, making it a perfect winter activity for families or couples.

Skates are available for rent, but skating itself is free. Afterward, warm up with a hot chocolate while enjoying the festive atmosphere.

2. Visit Lincoln Park Zoo

Explore this free zoo that stays open year-round, featuring winter-ready animals like polar bears and penguins. The Lincoln Park Zoo offers a unique opportunity to see how these animals thrive in colder temperatures.

Bundle up and take a leisurely walk through the zoo’s various exhibits. During the winter months, you can also catch holiday light displays. It’s a fun and educational experience for visitors of all ages.

3. Stroll through Christkindlmarket

Experience this festive German market in the heart of downtown Chicago, where you can find handcrafted gifts and delicious holiday treats. The market has charming vendor stalls offering everything from wooden toys to mouthwatering bratwurst and warm mulled wine.

It’s the perfect spot to soak in holiday cheer while crossing a few gifts off your shopping list. Live music and twinkling lights enhance the festive atmosphere.

4. Explore the Garfield Park Conservatory

Step into Garfield Park Conservatory 🌿🌼 A green paradise!

Step inside this lush indoor conservatory to discover a variety of tropical plants and beautiful gardens, even in the depths of winter. The Garfield Park Conservatory is like a green oasis in the middle of the city, with rooms full of exotic plants, cacti, and blooming flowers.

It’s a wonderful place to escape the cold while learning about different plant species. Admission is free, making it a perfect budget-friendly activity for a cold day.

5. Walk along the Chicago Riverwalk

Take a scenic stroll along the Chicago Riverwalk while enjoying beautiful winter views of the city skyline. The Riverwalk is a lovely spot to stretch your legs and take in the architectural beauty of Chicago, especially when it’s dusted with snow.

While some cafes and restaurants along the way may close for the season, the serene atmosphere makes it a peaceful place to enjoy the winter scenery. Bundle up and explore at your own pace.

6. Visit the Art Institute of Chicago

Enjoy free admission for kids under 14 and explore one of the world’s top art museums. The Art Institute of Chicago houses a vast collection of artworks, ranging from famous paintings like “American Gothic” to ancient sculptures.

Winter is a great time to visit, as the museum provides a warm and inspiring retreat from the cold. With special exhibits and family-friendly activities, it’s an enriching experience for visitors of all ages.

7. Attend a Free Concert at the Chicago Cultural Center

Enjoy a variety of free performances in one of the city’s most beautiful historic buildings. The Chicago Cultural Center annually hosts concerts, art exhibits, and cultural events. Its stunning architecture, including the largest Tiffany glass dome in the world, adds to the ambiance.

Whether you’re into classical music, jazz, or contemporary performances, there’s something for everyone, and the free admission makes it a great winter activity.

8. Check out the National Museum of Mexican Art

National Museum of Mexican Art awaits 🎨 Dive into Mexican heritage!

Explore this cultural gem, offering free admission and a rich Mexican art and culture collection. Located in the vibrant Pilsen neighborhood, the National Museum of Mexican Art showcases the beauty and diversity of Mexican traditions, from ancient artifacts to modern paintings.

The museum’s exhibits are thought-provoking and educational, offering insights into the Mexican-American experience. It’s a must-visit for art lovers and history enthusiasts alike.

9. Go Sledding at Soldier Field

Enjoy a fun day of sledding with stunning views of Lake Michigan and the city skyline. Soldier Field’s open space makes it an ideal spot for families looking for some winter fun.

Bring your sled and hit the snowy hills while taking in the iconic sights of Chicago in the background. It’s a great way to stay active and make the most of a snowy winter day in the city.

10. Experience the Maggie Daley Park Skating Ribbon

Glide along a unique, winding ice path surrounded by beautiful winter scenery at Maggie Daley Park. Unlike a traditional rink, the skating ribbon offers a scenic journey through the park with city skyline views.

Whether you’re a seasoned skater or just starting, it’s a fun and picturesque way to enjoy ice skating. Skate rentals are available, and it’s a popular spot for locals and tourists alike.

11. Visit the Chicago History Museum

Learn about the city’s fascinating past with affordable admission and engaging exhibits. The Chicago History Museum is a treasure trove of historical artifacts and stories, giving you insight into the events and people that shaped the city.

There’s plenty to discover, from exhibits on the Great Chicago Fire to Chicago’s cultural evolution. Winter is an ideal time to visit and explore the city’s history while staying warm indoors.

12. Take a Free InstaGreeter Tour

Enjoy a guided walking tour led by a friendly local, offering an insider’s look at the city’s highlights. InstaGreeter tours are a great way to explore different neighborhoods while getting tips and stories from a Chicagoan.

Each tour is personalized based on your interest, from famous landmarks to hidden gems.

13. Explore the Museum Campus

Stroll through Museum Campus 🏛️🌿 Science, history, and views!

Visit the Shedd Aquarium, Field Museum, and Adler Planetarium on designated free admission days. The Museum Campus is a hub for exploring Chicago’s rich natural and scientific history, and free days allow everyone to experience these world-class attractions.

Whether you’re fascinated by marine life, ancient civilizations, or the wonders of space, there’s something for everyone. Winter visits can be especially enjoyable as crowds are smaller.

14. Attend Chicago Restaurant Week

Enjoy special prix fixe menus at a variety of restaurants across the city during Chicago Restaurant Week. This event is a great opportunity to try out new dining spots without breaking the bank, as participating restaurants offer set menus at a discounted price.

Whether you’re in the mood for fine dining or casual eats, a wide range of cuisine options are available. It’s a delicious way to warm up during the winter months.

15. Visit the Chicago Cultural Center

Explore stunning architecture and free art exhibits in this historic downtown building. The Chicago Cultural Center is a beloved public space that showcases a wide range of artistic and cultural displays.

The center’s beautiful interiors, including its famous stained glass domes, make it a must-see, even if you’re just passing through. It’s also home to various free concerts and events, making it an ideal stop for art and culture enthusiasts.

16. Enjoy a Winter Walk at the Lakefront Trail

Breathe in the chill at Lakefront Trail ❄️A refreshing winter walk!🚶‍♂️

Experience beautiful views of Lake Michigan while taking a peaceful winter walk along the Lakefront Trail. This scenic pathway offers a serene atmosphere in the winter months, as the city skyline contrasts with the frozen lake.

Whether you’re looking for fresh air or enjoying a quiet moment by the water, it’s a great way to connect with nature while staying close to the city. Just remember to bundle up!

17. Check out the Money Museum

Learn about the history of currency and see a million dollars in cash at the Federal Reserve Bank’s Money Museum. This interactive museum provides a fascinating look at the evolution of money and the role of the Federal Reserve.

It’s a fun and educational stop for kids and adults, and free admission. Don’t forget to snap a photo with the million-dollar display!

18. Visit the Clarke House Museum

For a low admission fee, you can explore Chicago’s oldest house and learn about its history. The Clarke House Museum offers a glimpse into the city’s early days with tours that detail life in 19th-century Chicago.

This house has been carefully preserved in the Prairie Avenue Historic District to maintain its historic charm. It’s a fascinating stop for anyone interested in the city’s architectural and cultural history.

19. Play Chess at the Chess Pavilion in Washington Square Park

Challenge a friend or a local to a chess game at the historic Chess Pavilion in Washington Square Park. This outdoor space is a favorite among chess enthusiasts, offering a scenic and peaceful setting for a match.

The pavilion has been a part of the park since the 1950s, and it remains a popular spot for casual games and serious challenges. Whether you’re a beginner or a pro, it’s a fun way to spend a winter afternoon.

20. Attend a Free Workshop at the Harold Washington Library

Cheap Things to do in Chicago in the Winter
Boost your knowledge at Harold Washington Library📚💼

Participate in various free educational workshops and events throughout the winter at the Harold Washington Library. This massive public library offers more than just books; it’s a hub for learning, creativity, and community events. From tech workshops to book discussions, there’s something for everyone.

It’s a great way to keep your mind engaged during the colder months while learning something new.

FAQs

You can go ice skating at Millennium Park for gratis or take a scenic walk along the Chicago Riverwalk.

Absolutely! Events like Christkindlmarket and free concerts at the Chicago Cultural Center are budget-friendly options for winter activities.

Yes, many museums, like the Chicago Cultural Center and the National Museum of Mexican Art, offer free admission, making them perfect for cheap winter activities in Chicago.

Visit the Garfield Park Conservatory or the Lincoln Park Conservatory for a warm and free experience. These indoor spots are great cheap things to do in Chicago.

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