The best road cycling routes around Deerfield
4.9
(67)
1,020
riders
38
rides
Last updated: November 4, 2025
5.0
(6)
196
riders
1. Founders Park – Emil Bach House loop from Highwood
56.7km
02:19
170m
170m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(20)
196
riders
2. Skokie Lagoons – Skokie Lagoon No. 3 loop from Hubbard Woods
38.4km
01:30
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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5.0
(1)
62
riders
3. Fort Sheridan Pond – Founders Park loop from Ravinia
45.0km
02:09
140m
140m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
54
riders
4. Roadbike loop from Highland Park
34.7km
01:28
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
31
riders
5. Fort Sheridan Cemetery loop from Highland Park
41.5km
01:54
90m
90m
Intermediate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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