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Routes
Road cycling routes
United States
Illinois
Cook County
Chicago

Chicago

Easy

3.4

(9)

56

riders

Chicago

01:39

41.2km

40m

Road cycling

This easy 25.6-mile road cycling route in Chicago takes you through LaBagh Woods and past Graceland Cemetery, with minimal elevation gain.

Last updated: February 26, 2026

Waypoints

A

Start point

Get Directions

1

12.1 km

LaBagh Woods

Highlight • Forest

With the North Branch of the Chicago River flowing through its heart, LaBagh Woods is alive with nature. You'll find woodland, wetlands, savannas and sedge meadows here that are great for bird and wildlife spotting. The North Branch Trail leads through the woods.

Tip by

2

33.7 km

Graceland Cemetery

Highlight • Historical Site

Graceland Cemetery is the final resting place of many prominent Chicago residents. Some of the monuments were designed by famous architects, who are also buried in the cemetery. You can also visit a lake and arboretum with more than 2,000 trees.

Tip by

B

41.2 km

End point

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Way Types & Surfaces

Way Types

30.9 km

6.77 km

3.15 km

338 m

< 100 m

Surfaces

33.1 km

8.03 km

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Saturday 16 May

27°C

17°C

14 %

Additional weather tips

Max wind speed: 7.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like for road cycling on this route?

The Chicago Lakefront Trail is primarily flat and paved, making it ideal for road bikes. However, be aware that some sections, particularly between Oak Street and Ohio Street, can have a sideways slope and become slippery from Lake Michigan waves. There's also a notable spot, sometimes called "Dead Man's Curve," southeast of Oak Street Beach, where the concrete slopes towards the lake, and winter conditions can create slick surfaces.

What landmarks and scenic views can I expect to see along the route?

This route offers continuous picturesque views of Lake Michigan on one side and a blend of parks and the iconic Chicago skyline on the other. You'll pass major lakefront parks, beaches, and cultural institutions. Notable landmarks include Navy Pier, the Museum Campus (Shedd Aquarium), Soldier Field, Grant Park, and Buckingham Fountain. The route also passes by LaBagh Woods and Graceland Cemetery.

Is this route suitable for beginner road cyclists?

Yes, the Chicago Lakefront Trail is generally considered easy to moderate. Its flat profile makes it physically manageable for most riders, including beginners. However, its popularity means it can get very crowded, especially on weekends and in summer, requiring constant alertness due to mixed traffic.

What is the best time of year to ride the Chicago Lakefront Trail?

The best time to ride is typically during spring, early summer, and fall when the weather is pleasant. Summer can be very busy with crowds. Winter riding is possible but requires caution due to potential ice and slick conditions, especially in exposed areas like "Dead Man's Curve."

Where can I park to access the Chicago Lakefront Trail?

The Lakefront Trail is accessible from numerous points along its 18-mile stretch. Many of the lakefront parks and attractions it passes through offer parking options, though these can be paid and may fill up quickly, especially on busy days. Public transport is also a convenient way to reach various access points.

Do I need a permit or pay an entrance fee to use the Chicago Lakefront Trail?

No, there are no permits or entrance fees required to use the Chicago Lakefront Trail itself. It is a public recreational path accessible to everyone.

Is the Chicago Lakefront Trail dog-friendly?

While the Lakefront Trail is a public path, specific rules regarding dogs can vary by park and beach areas it passes through. Generally, dogs are allowed on leash on the paved trail, but check local signage for restrictions in specific areas, especially beaches or sensitive natural areas.

Are there amenities like restrooms or water fountains along the trail?

Yes, given its popularity and length, the Chicago Lakefront Trail offers various amenities. You'll find restrooms and water fountains at numerous points, particularly near beaches, parks, and major attractions like the Museum Campus. There are also many cafes and food vendors accessible just off the trail.

How can I avoid crowds on the Chicago Lakefront Trail?

To avoid the heaviest crowds, try riding during weekday mornings or early evenings. Weekends, especially during summer, can be exceptionally busy with a mix of cyclists, pedestrians, and beach-goers. The trail separation project completed in 2018, which created distinct bike and pedestrian paths, has helped alleviate some congestion.

Does the trail intersect other well-known paths?

Yes, the Chicago Lakefront Trail connects to and intersects with several other trails and bikeways, extending your riding options. It connects to other extensive trail networks that reach into Indiana. Within Chicago, it intersects with paths like the Valley Line Trail, Elston Avenue, and the Grand Illinois Trail - McHenry to Chicago, among others.

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