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Great Biking Trails in Chicago

Great Biking Trails in Chicago

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Created by Foursquare City Guide • Updated On: May 20, 2015

The Windy City doesn't see many fair weather months, so hop on your two-wheeler while you have the chance! Follow this list for our picks of the best spots to bike in and around the city.

Chicago Lakefront is one of Great Biking Trails in Chicago.

1. Chicago Lakefront

9.2
N Lake Shore Dr, Chicago, IL
Waterfront · Lincoln Park · 30 tips and reviews

James M.James Martin: A long jog/walk or a nice bike ride is the way to end a grueling day.

Humboldt Park is one of Great Biking Trails in Chicago.

2. Humboldt Park

8.6
1400 N Humboldt Dr (off of Luis Munoz Marin Dr), Chicago, IL
Park · Humboldt Park · 42 tips and reviews

Lina G.Lina Gonzo: Great park for a bike ride and to experience a true Jens Jensen design!

Caldwell Woods is one of Great Biking Trails in Chicago.

3. Caldwell Woods

8.9
6200 W Devon Ave (at N Milwaukee Ave), Chicago, IL
Other Great Outdoors · Wildwood · 9 tips and reviews

Carmen G.Carmen Guzman: Great park to run, bike ride, have a picnic, or to just enjoy the outdoors.

Portage Park is one of Great Biking Trails in Chicago.

4. Portage Park

8.5
4100 N Long Ave (btwn Berteau Ave & Irving Park Rd), Chicago, IL
Park · Portage Park · 18 tips and reviews

Svitlana S.Svitlana Shepitsena: Nice place for biking, amazing indoor swimming pool.

Bobby's Bike Hike is one of Great Biking Trails in Chicago.

5. Bobby's Bike Hike

8.9
540 N Lake Shore Dr (Entrance on Ohio Street), Chicago, IL
Bike Rental · Streeterville · 18 tips and reviews

Austin W.Austin Westermann: This place is AWESOME! If you are visiting Chicago, take a bike tour! You won't be disappointed, plus it's a great workout

Marquette (Jacques) Park is one of Great Biking Trails in Chicago.

6. Marquette (Jacques) Park

7.0
6743 S Kedzie Ave (at Marquette Rd.), Chicago, IL
Park · Marquette Park · 8 tips and reviews

Time Out ChicagoTime Out Chicago: This park offers auditoriums, baseball fields, a golf course, gymnasium, outdoor basketball courts, paths for running, jogging or biking, a spray pool and tennis courts. Read more.

Winnemac Park is one of Great Biking Trails in Chicago.

7. Winnemac Park

9.2
5001 N Leavitt St (at W Argyle St), Chicago, IL
Park · Ravenswood · 36 tips and reviews

Andrew W.Andrew White: Beautiful prairie flowers. Hidden paths. Great family park.

McKinley Park is one of Great Biking Trails in Chicago.

8. McKinley Park

8.0
2210 W Pershing Rd (btwn S. Damen Ave. and S. Western Blvd.), Chicago, IL
Park · McKinley Park · 11 tips and reviews

Bre M.Bre Mendoza: A great park, has variety, soccer, tennis, games for children, lake and ducks and lots of green area for walking or rest ...