Skip to content

Best Forest Hikes near Chicago

The directory currently contains 45 quality-checked routes matching this guide near Chicago. Their average mapped distance is 4.0 km and average recorded ascent is 19 m (62 ft); the longest route in the set is 15.4 km.

This subset represents 41% of the 110 quality-checked routes near Chicago. Its average distance is 4.0 km, compared with 7.7 km across the full local set.

These routes carry the forest tag. The data does not quantify canopy cover or guarantee shade along every section. Within this set, 37 routes (82%) are rated easy, 0 (0%) are rated hard or expert, and 17 (38%) are recorded as loops. Ratings are computed from available distance and elevation data and do not establish current terrain or access.

Data refreshed September 2026

Choose by the details

How do these routes differ?

A closer look at the first 6 routes in this page’s default ordering. These comparisons describe this sample, not the entire destination or a field-tested recommendation.

Shortest mapped distance in this sample

1.9 km

Black Oak Trail

Compare the climbing too; shortest does not necessarily mean easiest.

Lowest recorded ascent in this sample

0 m

Black Oak Trail

6 of 6 have ascent data. Missing measurements are excluded.

Return logistics

2 recorded loops

Check start and finish for every option. An unknown shape does not mean a loop, and a loop does not establish access to its start.

Plan the return journey →

Distances follow stored route lines; ascent and time are estimates. Current access, surface and technical difficulty need separate checks. How to turn a comparison into a shortlist.

Trails

Theatre, Building 180 in the Fort Sheridan Historic District, a national landmark district (1932). Once the movie theater for troops stationed at the army base, it is now the studio for Julie Rotblatt-Amrany and Omri Amrany, who are best kn
Moderate

Illinois · United States

Distance
5.5 km
/ 3.4 mi
Elevation gain
62 m
Typical duration
1 hr 15 min
  • Forest
  • Castle and ruins
Moderate

Illinois · United States

Distance
15.3 km
/ 9.5 mi
Elevation gain
65 m
Typical duration
3 hr 17 min
  • Forest
Easy

Illinois · United States

Distance
1.9 km
/ 1.2 mi
Typical duration
24 min
  • Forest
Easy

Illinois · United States

Distance
4.0 km
/ 2.5 mi
Elevation gain
6 m
Typical duration
50 min
  • Forest
Easy

Illinois · United States

Distance
6.4 km
/ 4.0 mi
Elevation gain
78 m
Typical duration
1 hr 28 min
  • Forest
Easy

Illinois · United States

Distance
4.8 km
/ 3.0 mi
Elevation gain
38 m
Typical duration
1 hr 4 min
  • Forest
Easy

Illinois · United States

Distance
2.3 km
/ 1.4 mi
Elevation gain
7 m
Typical duration
30 min
  • Forest
Easy

Illinois · United States

Distance
0.9 km
/ 0.6 mi
Typical duration
11 min
  • Forest
Easy

Illinois · United States

Distance
0.8 km
/ 0.5 mi
Typical duration
10 min
  • Forest
Easy

Illinois · United States

Distance
3.7 km
/ 2.3 mi
Elevation gain
7 m
Typical duration
47 min
  • Forest
Moderate

Illinois · United States

Distance
9.3 km
/ 5.8 mi
Elevation gain
122 m
Typical duration
2 hr 7 min
  • Forest
Moderate

Illinois · United States

Distance
3.1 km
/ 2.0 mi
Elevation gain
53 m
Typical duration
44 min
  • Forest
Easy

Illinois · United States

Distance
0.8 km
/ 0.5 mi
Elevation gain
22 m
Typical duration
11 min
  • Forest
Moderate

Illinois · United States

Distance
11.8 km
/ 7.3 mi
Elevation gain
7 m
Typical duration
2 hr 28 min
  • Forest
Moderate

Illinois · United States

Distance
8.9 km
/ 5.5 mi
Typical duration
1 hr 51 min
  • Forest
Easy

Illinois · United States

Distance
3.2 km
/ 2.0 mi
Elevation gain
6 m
Typical duration
40 min
  • Forest
Easy

Illinois · United States

Distance
2.1 km
/ 1.3 mi
Elevation gain
7 m
Typical duration
26 min
  • Forest
Easy

Illinois · United States

Distance
2.5 km
/ 1.6 mi
Elevation gain
31 m
Typical duration
35 min
  • Forest
Easy

Illinois · United States

Distance
1.2 km
/ 0.8 mi
Elevation gain
8 m
Typical duration
16 min
  • Forest
Moderate

Illinois · United States

Distance
15.4 km
/ 9.6 mi
Elevation gain
100 m
Typical duration
3 hr 22 min
  • Forest
Easy

Illinois · United States

Distance
1.3 km
/ 0.8 mi
Typical duration
16 min
  • Forest
Moderate

Illinois · United States

Distance
14.9 km
/ 9.3 mi
Elevation gain
12 m
Typical duration
3 hr 7 min
  • Forest
Easy

Illinois · United States

Distance
4.9 km
/ 3.1 mi
Elevation gain
85 m
Typical duration
1 hr 9 min
  • Forest
Easy

Illinois · United States

Distance
0.5 km
/ 0.3 mi
Typical duration
7 min
  • Forest
Easy

Illinois · United States

Distance
5.1 km
/ 3.2 mi
Typical duration
1 hr 4 min
  • Forest
Easy

Illinois · United States

Distance
1.9 km
/ 1.2 mi
Typical duration
24 min
  • Forest
Easy

Illinois · United States

Distance
1.8 km
/ 1.1 mi
Elevation gain
12 m
Typical duration
23 min
  • Forest
Easy

Illinois · United States

Distance
0.9 km
/ 0.6 mi
Elevation gain
7 m
Typical duration
12 min
  • Forest
Easy

Illinois · United States

Distance
6.0 km
/ 3.8 mi
Elevation gain
32 m
Typical duration
1 hr 19 min
  • Forest
Easy

Illinois · United States

Distance
0.6 km
/ 0.4 mi
Typical duration
8 min
  • Forest
Easy

Illinois · United States

Distance
2.6 km
/ 1.6 mi
Elevation gain
6 m
Typical duration
33 min
  • Forest
Easy

Illinois · United States

Distance
0.6 km
/ 0.4 mi
Typical duration
8 min
  • Forest
Easy

Illinois · United States

Distance
4.7 km
/ 2.9 mi
Elevation gain
19 m
Typical duration
1 hr 1 min
  • Forest
Easy

Illinois · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
6 m
Typical duration
24 min
  • Forest
Easy

Illinois · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
6 m
Typical duration
24 min
  • Forest
Easy

Illinois · United States

Distance
4.0 km
/ 2.5 mi
Elevation gain
9 m
Typical duration
50 min
  • Forest

The shortlist, side by side

The ten highest scoring routes on this page, so you can compare effort before opening any of them.

Distance, ascent, walking time and difficulty for the top routes
RouteDistanceAscentTimeDifficultyBest season
Red Trail @ Grassy Lake Forest PreserveIllinois2.4 km15 m31 minEasyApril to October
Fort Sheridan Forest PreserveIllinois5.5 km62 m1 hr 15 minModerateApril to October
Yellow Trail @ Grassy Lake Forest PreserveIllinois4.6 km7 m59 minEasyApril to October
Main TrailIllinois15.3 km65 m3 hr 17 minModerateApril to October
Black Oak TrailIllinois1.9 km0 m24 minEasyApril to October
Black Paved TrailIllinois4.0 km6 m50 minEasyApril to October
Black Unpaved TrailIllinois6.4 km78 m1 hr 28 minEasyApril to October
Blue South Single TrackIllinois4.8 km38 m1 hr 4 minEasyApril to October
Brown West TrailIllinois2.3 km7 m30 minEasyApril to October
Farm Pond TrailIllinois0.9 km0 m11 minEasyApril to October

Red Trail @ Grassy Lake Forest Preserve, Fort Sheridan Forest Preserve, Yellow Trail @ Grassy Lake Forest Preserve currently rank highest in this filtered set according to the directory score. Open an individual route to inspect its mapped line, elevation profile, data source and planning caveats. Check live access, conditions and local rules with an official source before travelling.

Frequently asked questions

Plan with more confidence

All planning articles →

Related guides

Other shortlists covering the same area or the same kind of terrain.

People also search for