The Best Outdoor Activities Chicago Has to Offer

Chicago offers a plethora of outdoor activities, catering to adventure seekers, nature lovers, and those looking for leisurely fun. Here’s a detailed guide to the best outdoor activities in Chicago.

1. Kayaking on the Chicago River

Explore Chicago’s stunning architecture from the water by kayaking on the Chicago River. Companies like Urban Kayaks provide rentals and guided tours that take you through the heart of downtown, offering a unique perspective of the city.

2. Biking the Lakefront Trail

The 18-mile Lakefront Trail along Lake Michigan is perfect for biking, running, or walking. Enjoy breathtaking views of the skyline, beaches, and parks. Divvy bikes are available for rental, making it easy to hop on and off at various points of interest.

3. Millennium Park

Millennium Park is a must-visit for outdoor activities. Check out the iconic Cloud Gate (The Bean), enjoy free concerts at the Jay Pritzker Pavilion, or take a leisurely walk through the Lurie Garden. In winter, the McCormick Tribune Ice Rink offers a festive skating experience.

4. Paddleboarding on Lake Michigan

For a thrilling water activity, try paddleboarding on Lake Michigan. Rent a paddleboard from local vendors and enjoy the serene waters while getting a full-body workout. North Avenue Beach is a popular spot for this activity.

5. Lincoln Park Zoo

One of the oldest zoos in the U.S., Lincoln Park Zoo offers free admission and is home to a variety of animals. The surrounding park area is ideal for picnics and leisurely strolls, with beautiful gardens and scenic views.

6. Chicago Botanic Garden

Located in Glencoe, the Chicago Botanic Garden spans 385 acres and features 27 gardens and four natural areas. It’s a tranquil spot perfect for walking, photography, and appreciating nature.

7. Outdoor Fitness Classes

Join outdoor fitness classes in various parks across Chicago. Millennium Park offers free yoga, tai chi, and pilates classes in the summer. These classes provide a great way to stay fit while enjoying the city’s beautiful outdoor spaces.

8. Beach Volleyball

North Avenue Beach and Montrose Beach are popular spots for beach volleyball. Courts are available for public use, and you can often join pickup games or participate in organized leagues.

9. Urban Hiking in the 606

The 606, also known as the Bloomingdale Trail, is a 2.7-mile elevated park and trail that offers a unique urban hiking experience. It’s perfect for walking, jogging, or biking while enjoying views of the surrounding neighborhoods and public art installations.

10. Golfing

Chicago boasts several excellent golf courses. Jackson Park Golf Course offers a challenging 18-hole course, while Diversey Driving Range provides a more relaxed atmosphere for practicing your swing.

11. Fishing at Montrose Harbor

Montrose Harbor is a prime spot for fishing in Chicago. Anglers can catch a variety of fish, including salmon and trout. The harbor also offers beautiful views of the skyline and Lake Michigan.

12. Picnicking in Grant Park

Grant Park, known as “Chicago’s front yard,” is an ideal location for picnicking. The park features beautiful gardens, walking paths, and the iconic Buckingham Fountain. It’s a great place to relax and enjoy the outdoors.

13. Outdoor Art Tours

Chicago’s streets are adorned with public art, from murals to sculptures. The Wabash Arts Corridor and Pilsen neighborhood are particularly known for their vibrant street art. Take a self-guided tour to explore these artistic gems.

14. Rooftop Gardens and Bars

For a more laid-back outdoor experience, visit one of Chicago’s rooftop gardens or bars. Locations like Cindy’s Rooftop and the J. Parker offer stunning views of the city along with great food and drinks.

15. Seasonal Events and Festivals

Chicago hosts numerous outdoor events and festivals throughout the year. The Taste of Chicago, Chicago Air and Water Show, and various music festivals draw large crowds and offer plenty of entertainment.

16. Boating on Lake Michigan

Rent a boat or join a sailing tour on Lake Michigan for a memorable adventure. Enjoy the expansive views of the city skyline and the open water. Sunset cruises are particularly popular for their breathtaking vistas.

17. Skateboarding at Grant Park Skate Plaza

For skateboarding enthusiasts, the Grant Park Skate Plaza offers a well-designed space with various features suitable for all skill levels. It’s a great spot to practice tricks and meet fellow skateboarders.

18. Exploring the Morton Arboretum

Just outside Chicago, the Morton Arboretum in Lisle spans 1,700 acres and offers a variety of outdoor activities. Walk or bike through miles of trails, participate in seasonal events, or simply enjoy the beauty of the diverse plant collections.

19. Horseback Riding in Forest Preserves

Chicago’s nearby forest preserves, such as the Palos Trail System, offer horseback riding trails. Enjoy a scenic ride through wooded areas and open fields, providing a peaceful escape from the city.

20. Stargazing at Adler Planetarium

Adler Planetarium’s Doane Observatory offers public stargazing events, where you can explore the night sky through powerful telescopes. It’s a unique outdoor activity that combines education with awe-inspiring views.

With so many outdoor activities available, Chicago offers endless opportunities for adventure and relaxation. Whether you’re kayaking on the river, biking along the lakefront, or exploring the city’s parks and gardens, there’s always something new and exciting to discover.

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