🔍Near me

Trails near Chicago Loop, IL

449 trails within 30 miles of Chicago Loop, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (389) Walking trails (368) Bike trails (358) Mountain bike trails (112) Paved trails (274) Horse trails (53) Dog-friendly trails (16) Snowmobile trails (5) Cross-country ski trails (52) Wheelchair-accessible trails (18) Greenways (11)

Quick picks

All nearby trails

Washington Street Bikeway

0.1 mi away

0.6 mi long · Easy · Chicago Loop

Biking Paved

Chicago Riverwalk

0.2 mi away

1.6 mi long · Easy · Dogs on leash · Chicago Loop

Hiking Biking Paved Dogs allowed

Riverwalk

0.3 mi away

14 mi long · Easy · Dogs on leash · Lincoln Park

Hiking Biking Paved Dogs allowed

Randolph Street Bikeway

0.3 mi away

0.9 mi long · Easy · Chicago Loop

Biking Paved

Kinzie Street

0.4 mi away

1.2 mi long · Easy · Chicago Loop

Biking Paved

Pedway

0.5 mi away

8.5 mi long · Easy · Millennium Garages

Hiking Paved

Harrison Street Bikeway

0.7 mi away

0.7 mi long · Easy · Chicago Loop

Biking Paved

Canal Street Bikeway

0.7 mi away

0.8 mi long · Easy · Chicago Loop

Biking Paved

Clinton Street

0.8 mi away

2.7 mi long · Easy · Chicago Loop

Biking Paved

OBT-1

0.8 mi away

6.2 mi long · Easy · Outerbelt Alliance NFP

Hiking Paved

Dearborn Street

0.8 mi away

2.7 mi long · Easy · Chicago Loop

Biking Paved

Lakefront Trail

0.9 mi away

20 mi long · Easy · Chicago Park District

Hiking Paved

Lake Shore East

0.9 mi away

0.3 mi long · Easy · Chicago Loop

Hiking Biking Paved

Harrison Street Bikeway

1.0 mi away

0.6 mi long · Easy · Chicago Loop

Biking Paved

36 (Illinois)

1.0 mi away

18 mi long · Easy · Hyde Park

Biking Paved

Taylor Street Bikeway

1.0 mi away

0.9 mi long · Easy · Chicago Loop

Biking Paved

Chicago Riverwalk

1.0 mi away

1.5 mi long · Easy · Dogs on leash · Chicago Loop

Hiking Biking Paved Dogs allowed

North Clark Street Bikeway

1.1 mi away

0.6 mi long · Easy · Near North Side

Biking Paved

Wells Street Bikeway

1.2 mi away

1.4 mi long · Easy · Near South Side

Biking Paved

Roosevelt Avenue Access to Lakefront Trail

1.2 mi away

0.5 mi long · Easy · Near South Side

Hiking Biking Paved

Lakefront Trail

1.2 mi away

20 mi long · Easy · Chicago Park District

Hiking Paved

Wabash Avenue Bikeway

1.2 mi away

0.8 mi long · Easy · Near South Side

Biking Paved

Halsted Street Bikeway

1.2 mi away

0.7 mi long · Easy · Chicago Loop

Biking Paved

Elston Avenue Bikeway

1.6 mi away

1.3 mi long · Easy · West Town

Biking Paved

Jackson Boulevard Bikeway

1.7 mi away

0.9 mi long · Easy · Chicago Loop

Biking Paved

Wentworth Avenue Bikeway

1.7 mi away

0.5 mi long · Easy · Near South Side

Biking Paved

West Augusta Cycleway

1.8 mi away

2.7 mi long · Easy · West Town

Biking Paved

18th Street Bikeway

1.8 mi away

0.7 mi long · Easy · Near South Side

Biking Paved

Lincoln Park Fitness Course

1.9 mi away

2.3 mi long · Lincoln Park

Hiking Biking Mountain biking

18th Street Access to Lakefront Trail

2.0 mi away

0.8 mi long · Easy · Near South Side

Hiking Biking Paved

Damen Avenue - Loomis Street

2.4 mi away

1.3 mi long · Easy · Lower West Side

Biking Paved

Nature Boardwalk

2.4 mi away

0.6 mi long · Lincoln Park

Hiking

Halsted Street Bikeway

2.5 mi away

0.7 mi long · Easy · Chicago

Biking Paved

Fullerton Avenue Access to Lakefront Trail

2.9 mi away

0.2 mi long · Easy · Lincoln Park

Hiking Biking Paved

31st Street Bikeway

3.2 mi away

1.5 mi long · Douglas

Biking Mountain biking

Milwaukee Avenue

3.3 mi away

13 mi long · Easy · Logan Square

Biking Paved

Lakefront Trail

3.3 mi away

19 mi long · Easy · Chicago Park District

Biking Paved

Grand Avenue Bikeway

3.3 mi away

1.3 mi long · Easy · East Garfield Park

Biking Paved

OBT-2

3.5 mi away

11 mi long · Easy · Outerbelt Alliance NFP

Hiking Paved

Elston Avenue Bikeway

3.6 mi away

0.5 mi long · Easy · Logan Square

Biking Paved

Sacramento

3.8 mi away

1.4 mi long · Easy · North Lawndale

Biking Paved

35th Street Access to Lakefront Trail

3.9 mi away

0.3 mi long · Easy · Douglas

Hiking Biking Paved

Douglas Boulevard

3.9 mi away

2.0 mi long · Easy · North Lawndale

Biking Paved

Logan Boulevard Bikeway

4.2 mi away

0.8 mi long · Easy · Logan Square

Biking Paved

Franklin Boulevard

4.3 mi away

1.5 mi long · Easy · East Garfield Park

Biking Paved

Central Park Drive Bikeway

4.3 mi away

1.4 mi long · Easy · West Garfield Park

Biking Paved

Indiana Avenue Bikeway

4.5 mi away

3.0 mi long · Grand Boulevard

Biking Mountain biking

Hamlin Bikeway

4.5 mi away

0.6 mi long · West Garfield Park

Biking Mountain biking

Independance Boulevard

4.7 mi away

0.8 mi long · Easy · North Lawndale

Biking Paved

Bloomingdale Trail

4.7 mi away

3.9 mi long · Easy · Chicago Park District

Hiking Biking Paved

41st Street Access to Lakefront Trail

4.8 mi away

0.3 mi long · Easy · Kenwood

Hiking Biking Paved Wheelchair accessible

Belmont

5.1 mi away

3.8 mi long · Easy · Avondale

Biking Paved

43rd Street Access to Lakefront Trail

5.1 mi away

0.3 mi long · Easy · Kenwood

Hiking Biking Paved

The Garden Dirt Jumps

5.1 mi away

0.3 mi long · Avondale

Biking Mountain biking

Lake Street

5.4 mi away

10 mi long · Easy · West Garfield Park

Biking Paved

OBT-10

5.5 mi away

11 mi long · Easy · Outerbelt Alliance NFP

Hiking Paved

Wilson Avenue Access to Lakefront Trail Conector

5.7 mi away

0.3 mi long · Easy · Uptown

Biking Paved

Kedzie Avenue Bikeway

5.8 mi away

2.0 mi long · Easy · Avondale

Biking Paved

Lawrence Avenue Access to Lakefront Trail Conector

5.9 mi away

0.3 mi long · Easy · Uptown

Biking Paved

Horner Park Nature Trail

6.1 mi away

1.1 mi long · North Center

Hiking

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Nearby cities

All trails in Illinois

Common questions

How many trails are near Chicago Loop?
We list 449 trails within 30 miles of Chicago Loop, Illinois. This page shows the 60 closest.
What is the longest trail near Chicago Loop?
Lakefront Trail is the longest on this page at about 20 miles, 1.2 miles from Chicago Loop.
Are there dog-friendly trails near Chicago Loop?
Yes. Map data lists 3 trails on this page as open to dogs, including Chicago Riverwalk, Riverwalk, Chicago Riverwalk. Most trails have no dog rule in our data yet, so check signs at the trailhead.