Lakefront Trail, Chicago – Chicago Lakefront Trail loop from Dempster-Skokie

Lakefront Trail, Chicago – Chicago Lakefront Trail loop from Dempster-Skokie

Moderate

5.0

(6369)

15,445

riders

Lakefront Trail, Chicago – Chicago Lakefront Trail loop from Dempster-Skokie

03:09

74.7km

160m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: November 4, 2026

Tips

Cycling is not permitted along parts of this route

After 10.1 km for 110 m

After 10.7 km for 54 m

After 16.0 km for 153 m

After 58.3 km for 153 m

Waypoints

Start point

Train Station

Get Directions

10.2 km

River Park Natural Area

Nature Reserve

10.7 km

Ronan Park Natural Area

Nature Reserve

18.7 km

Lincoln Park

Highlight • Rest Area

Lincoln Park is a 1,208-acre park along Lake Michigan and is Chicago's largest public park. The park offers several recreational facilities such as baseball/softball fields, basketball courts, beach volleyball courts, …

Tip by

23.3 km

Lakefront Trail, Chicago

Highlight • Trail

Really nice bike path along the shore of the lake - well laid out and maintained and with great views on the city as well. Watch out for pedestrians a bit.

Tip by

27.8 km

Buckingham Fountain

Highlight • Monument

The Buckingham Fountain is across the South DuSable Lake Shore Drive in Grant Park. Cycling isn't permitted in the park, but it's well worth stopping and pushing across to have …

Tip by

28.1 km

Chicago Lakefront Trail

Highlight (Segment) • Trail

Chicago's Lakefront Trail, a sprawling pathway that extends for miles along the mesmerizing shores of Lake Michigan. Revel in the stunning turquoise hues of the lake, especially when the sun …

Tip by

31.5 km

Burnham Wildlife Corridor

Highlight • Natural

The Burnham Wildlife Corridor is a beautiful 100-acre parcel of land in the vicinity of Burnham Park. It is a proper little urban wilderness, encompassing a number of natural areas …

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32.3 km

Margaret T. Burroughs Beach and Park

Highlight • Beach

Margaret T. Burroughs Beach and Park sits between the communities of Prairie Shores and Lake Meadows. The beach has privileged views of the Chicago skyline in the background, with many …

Tip by

37.2 km

Hyde Park

Highlight • Settlement

Hyde Park, a haven within Chicago, offers more than just scenic beauty. Explore the neighborhood's vibrant culture, historic landmarks, and lush parks. On clear days, this spot offers breathtaking views …

Tip by

59.3 km

Margate Park

Highlight • Rest Area

Margate Park, a peaceful enclave on Chicago's North Side, beckons with scenic charm along Lake Michigan. Stretching seven miles from Grand Avenue to Ardmore Avenue, it stands as the city's largest public park, named in honor of President Abraham Lincoln.

Tip by

74.7 km

End point

Train Station

Way Types & Surfaces

Way Types