3.3
(27)
81
hikers
06:00
23.9km
20m
Hiking
Embark on the Major Taylor Trail, a challenging 14.8-mile (23.9 km) hike that winds through Chicago's diverse southwest side. Despite its minimal 64 feet (20 metres) of elevation gain, the route is rated difficult due to its length and urban navigation, requiring an estimated 6 hours to complete. You willโฆ
Last updated: April 23, 2026
Waypoints
Start point
Parking
Get Directions
276ย m
Highlight โข Forest
Tip by
5.22ย km
Highlight (Segment) โข Cycleway
Tip by
10.8ย km
Highlight โข Forest
Tip by
23.9ย km
End point
Parking
Way Types & Surfaces
Way Types
20.2ย km
3.69ย km
Surfaces
14.0ย km
7.99ย km
1.19ย km
677ย m
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Elevation
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Weather
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Today
Monday 13 July
32ยฐC
19ยฐC
0ย %
Additional weather tips
Max wind speed: 8.0ย km/h
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This route was planned by komoot.
The trail offers a varied experience, blending urban landscapes with natural stretches. You'll find primarily paved surfaces, making it accessible, though some segments might be unpaved. It's largely flat, but some sections wind through urban streets, requiring awareness of traffic. The difficulty is generally considered accessible, ranging from easy to moderate, suitable for various fitness levels.
The trail itself is a tribute to Marshall "Major" Taylor, a pioneering African American cyclist. You can see murals depicting his achievements, including one at 1043 W 111th Street and a 400-foot-long mural on a bridge spanning the Little Calumet River. The route also connects significant green spaces like Dan Ryan Woods in the north and Whistler Woods in the south.
The trail connects several neighborhoods and forest preserves, offering multiple access points. Parking is available at various points along the route, particularly near the connected forest preserves like Dan Ryan Woods and Whistler Woods. Specific parking lots are managed by the Forest Preserves of Cook County.
Yes, the trail is generally dog-friendly. However, always ensure your dog is on a leash and that you clean up after them to maintain a pleasant experience for all users.
The trail can be enjoyed year-round. Spring and fall offer pleasant temperatures and beautiful scenery, especially in the forest preserve sections. Summer is also great, though some parts can be exposed to sun. Winter hiking is possible, but be prepared for colder conditions and potential snow or ice on the paved surfaces.
No, there are no permits or entrance fees required to use the Major Taylor Trail itself. It is a public trail managed by the Forest Preserves of Cook County and the City of Chicago.
Yes, many sections of the trail are suitable for beginners due to its largely flat and paved surface. The "easy" routes are good for any fitness level. While some urban sections involve street crossings, the overall accessibility makes it a good option for those new to hiking or seeking a less strenuous outing.
Yes, the route primarily follows the Major Taylor Bicycle Trail for a significant portion. It also includes sections of Vincennes Avenue, Damen Avenue, 119th Street, Hermitage Avenue, 111th Street, 115th Street, and various segments of the Dan Ryan Black Paved Loop Trail.
The Major Taylor Trail itself is primarily a linear, multi-use path connecting different areas. While you can create loop routes by combining it with other streets or trails, the main path is an out-and-back experience if you traverse its full length.
Given its urban location on Chicago's southwest side, the trail is accessible via various public transportation options. You can check the Chicago Transit Authority (CTA) or Metra schedules for routes that serve the neighborhoods adjacent to the trail, particularly near its northern and southern termini in Dan Ryan Woods and Whistler Woods.
As the trail passes through several urban neighborhoods, you'll find various amenities, including cafes, restaurants, and shops, particularly in the more developed sections. It's a good idea to plan your stops or bring your own refreshments, especially when traversing the more natural forest preserve areas.
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