
Chicago, the third-largest city in the United States, is known for its bustling streets, towering skyscrapers, and world-famous deep-dish pizza.
But did you know that the city also boasts some of the best hiking trails in the Midwest? Whether you're an avid hiker or just looking for a leisurely stroll, Chicago's hiking trails offer something for everyone.
From winding paths along Lake Michigan to wooded trails in the city's many parks, Chicago's hiking options are as diverse as the city itself.
Many trails offer stunning views of the city skyline, while others take you through quiet, hidden pockets of nature. And with so many trails to choose from, there's always a new adventure waiting just around the corner.
So, whether you're a Chicago native or just visiting the Windy City, be sure to lace up your hiking boots and explore all that the city's trails have to offer.
In this post, we'll take a closer look at some of the best hiking trails in Chicago, including their unique features and what makes them a must-visit for any outdoor enthusiast. So grab your water bottle and let's hit the trails!
1. Chicago Riverview Riverwalk

Chicago Riverview Riverwalk is a must-visit hiking trail for nature lovers. It is the last remaining wild area along the river, making it a unique experience.
The trail is perfect for biking, hiking, and picnicking. The open fields and woods provide a serene environment for relaxation.
The trail also offers boat rentals and crew teams for those interested in water activities. The dirt bumps on the trail make for an enjoyable bike ride.
Chicago Riverview Riverwalk is a wonderful place to escape the city and enjoy some nature.
2. The 606

The 2.7-mile hiking trail, The 606, is a former rail line that has been transformed into a beautiful recreational trail. It is perfect for walking, jogging, running, and biking.
The trail is surrounded by lush vegetation and lovely art installations. The path is even and well-maintained, making it easy to traverse.
Visitors can enjoy the beautiful flora and fauna in a variety of colors. The trail has ramps for easy access and plenty of benches to rest on.
Visitors can also take a break at one of the water fountains along the way. The trail can get crowded on weekends, but it is still a great place to visit.
3. Lakefront Trail – Grant Park

Lakefront Trail – Grant Park is a popular hiking trail that offers stunning views of the lake.
The trail is well-maintained and perfect for walking, running, or cycling. It stretches for 18 miles and provides a scenic waterfront experience.
The trail is busy, but it's worth the visit for those who want to explore Chicago's iconic places. There are plenty of restaurants along the trail to try out.
If you are looking for a refreshing outdoor experience, Lakefront Trail – Grant Park is a great option.
4. Schiller Woods-East

Schiller Woods-East is a nature preserve with a bike and hike trail that offers a serene walk around a pond.
It has preserved native trees and herbs, giving visitors a sense of camping in the woods. The park is also home to a variety of wildlife, including deer and bald eagles.
The park is perfect for families to gather, and there is plenty of space for outdoor activities like sledding, mountain biking, and even remote control airplane flying.
The park is well-maintained with plenty of parking spaces available. All in all, Schiller Woods-East is a great place to escape the hustle and bustle of the city and enjoy the great outdoors.