18th Street Access to Lakefront Trail
1.7 mi away0.8 mi long · Easy · Near South Side
Hiking Biking Paved
Walking trails near Chicago, IL
380 walking trails within 30 miles of Chicago. Tap a trail for its map, trailhead and directions.
All trails Hiking trails (401) Walking trails (380) Bike trails (367) Mountain bike trails (117) Paved trails (278) Horse trails (53) Dog-friendly trails (16) Snowmobile trails (5) Cross-country ski trails (51) Wheelchair-accessible trails (18) Greenways (12)
Roosevelt Avenue Access to Lakefront Trail
1.9 mi away0.5 mi long · Easy · Near South Side
Hiking Biking Paved
OBT-2
2.4 mi away11 mi long · Easy · Outerbelt Alliance NFP
Hiking Paved
OBT-1
2.5 mi away6.2 mi long · Easy · Outerbelt Alliance NFP
Hiking Paved
35th Street Access to Lakefront Trail
2.5 mi away0.3 mi long · Easy · Douglas
Hiking Biking Paved
Pedway
2.7 mi away8.5 mi long · Easy · Millennium Garages
Hiking Paved
Chicago Riverwalk
2.7 mi away1.6 mi long · Easy · Dogs on leash · Chicago Loop
Hiking Biking Paved Dogs allowed
Riverwalk
2.7 mi away14 mi long · Easy · Dogs on leash · Lincoln Park
Hiking Biking Paved Dogs allowed
Lakefront Trail
2.8 mi away20 mi long · Easy · Chicago Park District
Hiking Paved
Lake Shore East
3.0 mi away0.3 mi long · Easy · Chicago Loop
Hiking Biking Paved
Chicago Riverwalk
3.2 mi away1.5 mi long · Easy · Dogs on leash · Chicago Loop
Hiking Biking Paved Dogs allowed
41st Street Access to Lakefront Trail
3.4 mi away0.3 mi long · Easy · Kenwood
Hiking Biking Paved Wheelchair accessible
Lakefront Trail
3.5 mi away20 mi long · Easy · Chicago Park District
Hiking Paved
43rd Street Access to Lakefront Trail
3.7 mi away0.3 mi long · Easy · Kenwood
Hiking Biking Paved
Lincoln Park Fitness Course
4.4 mi away2.3 mi long · Lincoln Park
Hiking Biking Mountain biking
51th Street Access to Lakefront Trail
4.7 mi away0.2 mi long · Easy · Hyde Park
Hiking Biking Paved
Nature Boardwalk
4.8 mi away0.6 mi long · Lincoln Park
Hiking
Fullerton Avenue Access to Lakefront Trail
5.3 mi away0.2 mi long · Easy · Lincoln Park
Hiking Biking Paved
Bloomingdale Trail
5.5 mi away3.9 mi long · Easy · Chicago Park District
Hiking Biking Paved
Marquette Road Access to Lakefront Trail
6.5 mi away0.8 mi long · Easy · South Shore
Hiking Biking Paved
OBT-3
7.3 mi away20 mi long · Easy · Outerbelt Alliance NFP
Hiking Paved
Major Taylor Bicycle Trail
7.5 mi away8.4 mi long · Easy · City of Chicago
Hiking Biking Paved
Dan Ryan Black Paved Loop Trail
7.7 mi away0.9 mi long · Easy · Forest Preserve District of Cook County
Hiking Biking Paved
Taylor Park paths
7.9 mi away0.6 mi long · Easy · Oak Park
Hiking Paved
Horner Park
7.9 mi away0.7 mi long · Easy · North Center
Hiking Biking Paved
Horner Park Nature Trail
7.9 mi away1.1 mi long · North Center
Hiking
OBT-10
7.9 mi away11 mi long · Easy · Outerbelt Alliance NFP
Hiking Paved
River Bank Neighbors Trail
8.0 mi away0.3 mi long · North Center
Hiking
312 RiverRun
8.0 mi away2.0 mi long · Easy · Avondale
Hiking Biking Paved
Argyle Street Access to Lakefront Trail
8.5 mi away0.2 mi long · Easy · Uptown
Hiking Biking Paved
Nearby cities
Common questions
- How many walking trails are near Chicago?
- We list 380 walking trails within 30 miles of Chicago, Illinois. This page shows the 30 closest.
- What is the longest walking trail near Chicago?
- Lakefront Trail is the longest on this page at about 20 miles, 3.5 miles from Chicago.
- Are there dog-friendly trails near Chicago?
- 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.