Top Hiking Trails in Chicago: The Best Routes for Outdoor Lovers

Top Hiking Trails in Chicago

Chicago boasts an impressive variety of hiking trails, from urban greenways to expansive forest preserves. If you're eager to explore the best hiking trails around Chicago, some top options include The 606, Lakefront Trail, North Branch Trail and the Des Plaines River Trail. Each of these routes offers unique experiences, ranging from vibrant city views to serene nature escapes.

• The 606 is an elevated trail built on an old railway line, stretching for 2.7 miles through Wicker Park, Bucktown and Logan Square. It's ideal for those looking to experience Chicago’s creative neighborhoods while staying active.

• Lakefront Trail is a stunning 18-mile stretch that runs along Lake Michigan, providing breathtaking waterfront views and access to some of the city's most famous attractions, including Grant Park, Millennium Park and Navy Pier.

• North Branch Trail extends for over 20 miles and meanders through the scenic Cook County Forest Preserves. This path is perfect for those who enjoy extended hikes surrounded by nature.

• Des Plaines River Trail is a fantastic option for those looking to explore beyond city limits, offering 56 miles of scenic hiking paths that traverse through prairies, wetlands, and woodlands.

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Best Urban Hiking Trails in Downtown Chicago

For those who love the energy of the city, Chicago’s downtown area features some of the best urban hiking trails in the country. These trails allow hikers to experience Chicago’s vibrant streets, architectural landmarks and cultural attractions while enjoying a long walk or light hike.

• Lakefront Trail is the most famous urban hiking route, offering an uninterrupted path that connects many of Chicago’s iconic attractions. You can start at Northerly Island, a tranquil peninsula with views of the skyline and Soldier Field, and walk north towards Lincoln Park.

• The Riverwalk is another popular option for those who prefer shorter, scenic walks. The path runs along the Chicago River, passing through stunning high-rise architecture, restaurants and public art displays.

• The 606 provides an excellent mix of greenery and urban scenery, featuring gardens, murals and community gathering spaces along its elevated 2.7-mile stretch.

   

For an immersive downtown experience, 21c Museum Hotel Chicago offers a boutique stay within walking distance of the Riverwalk and other urban trails.

Nature Trails for a Scenic Walk

For those seeking a more natural escape, Chicago has numerous scenic nature trails. The North Branch Trail follows the Chicago River and takes you through lush forest preserves, making it one of the best walks in Chicago. Another excellent option is the Palos Trail System in the southwest suburbs, featuring rolling hills and dense woods.

If you're staying at Swissôtel Chicago, you’ll be conveniently located near some of the best hiking near Chicago, including easy access to public transport for reaching these serene trails.

Family-Friendly Hiking Spots in Chicago

Families looking for an enjoyable outdoor adventure can explore Chicago's many family-friendly trails. The Morton Arboretum in Lisle offers easy walking paths filled with interactive nature exhibits, while the Peggy Notebaert Nature Museum Trails in Lincoln Park provide short but engaging trails for young hikers.

For a family-friendly stay, Sofitel Chicago Magnificent Mile is a great choice, offering excellent amenities and a convenient location for accessing these trails.

Hiking Trails with the Best Views of Chicago Skyline

For those who appreciate breathtaking skyline views while enjoying a good hike, Chicago offers some of the most scenic trails that showcase the city's iconic architecture. These trails provide the perfect opportunity to admire the towering skyscrapers, picturesque waterfronts and the vibrant energy of the Windy City.

• Lakefront Trail: as one of the most well-known walking paths in Chicago, this 18-mile paved trail stretches along Lake Michigan, offering uninterrupted views of the skyline. The best spots for skyline views include the area around Adler Planetarium, where you can capture stunning panoramas of the city.

• Northerly Island: this man-made peninsula, located just south of Museum Campus, is a quiet retreat that provides unobstructed views of the skyline. It’s a fantastic spot for sunrise or sunset hikes, with plenty of green space and peaceful surroundings.

• Ping Tom Memorial Park: located in Chinatown, this urban oasis offers stunning views of the skyline along the Chicago River. The park features a unique blend of traditional Chinese garden elements and modern city landscapes.

• Humboldt Park Lagoon Trail: a lesser-known yet beautiful option, this trail offers picturesque views of the park’s historic boathouse with Chicago’s skyline in the background.

• North Avenue Beach Trail: for a postcard-worthy skyline view, head to North Avenue Beach. The walking and biking trails here offer one of the most iconic perspectives of downtown Chicago, especially at sunrise.

If you’re looking to stay close to these skyline viewpoints, Swissôtel Chicago is an excellent option, offering incredible city views and easy access to many of these scenic hiking spots.

Hidden Gem Trails for a Peaceful Escape

For those seeking a quiet retreat away from the city’s energy, Chicago offers hidden trails that provide serene landscapes, lush woodlands and peaceful walking paths. These lesser-known spots are perfect for hikers looking to immerse themselves in nature without the crowds.

• LaBagh Woods: a secluded escape with dense forests, winding trails and a tranquil atmosphere, perfect for those who enjoy a quiet woodland hike.

• Somme Woods (Northbrook): a scenic network of meandering paths through restored prairie landscapes, offering a mix of open fields and shaded woodlands.

• Schiller Woods: ideal for a relaxing nature walk, this trail features gentle terrain, minimal crowds and beautiful seasonal scenery, making it a great break from city life.

   

Best Trails for Running and Jogging in Chicago

Runners will find plenty of excellent running trails in Chicago. The Lakefront Trail is the city’s go-to spot, offering a smooth, scenic route along the water. The North Branch Trail also serves as a fantastic Chicago running trail, with a mix of paved and dirt paths through nature preserves.

Biking and Hiking Combo Trails in Chicago

Many of Chicago’s hiking trails double as great biking trails. The North Shore Channel Trail and the Des Plaines River Trail offer excellent paths for both hikers and cyclists. The Lakefront Trail is also perfect for a biking and hiking combo, allowing you to switch between the two activities seamlessly.

If you want to be close to these biking trails in Chicago, Swissôtel Chicago provides an excellent location with easy access to the best outdoor routes.

Best Time of the Year to Go Hiking in Chicago

The best time to go hiking in Chicago largely depends on the type of experience you're looking for. Spring and fall offer the most pleasant weather, with blooming flowers and vibrant foliage. Summer is great for lakeside hikes, while winter provides a unique, snowy landscape for those who enjoy a brisk, cold-weather hike.

Safety Tips for Hiking in Chicago

Hiking in Chicago is generally safe, but it’s always good to take precautions. Stick to well-lit and populated trails, especially in the evening. Stay hydrated, dress appropriately for the weather and be aware of cyclists and runners sharing the paths. If you’re exploring trails in forest preserves, be mindful of wildlife and stay on marked trails to avoid getting lost.

Explore Chicago with Comfort: Hotels and Stay Options

After a day of exploring Chicago’s scenic trails, unwinding in comfortable and stylish accommodations is the perfect way to recharge. Whether you prefer luxury stays with skyline views or boutique hotels with artistic charm, the city offers options to suit every traveler. With prime locations near both urban and nature trails, Accor hotels provide elegant comfort, exceptional service and easy access to Chicago’s best outdoor adventures. No matter which path you take, you’ll find the perfect balance between exploration and relaxation. Join ALL – Accor Live Limitless today to unlock exclusive benefits, member perks and unforgettable travel experiences worldwide.