Hiking trails near Chicago, Illinois

56 official trails lie within 25 miles of Chicago — 129 miles in total, 55 rated easy and 0 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.

The biggest climb nearby gains 143 ft; the median trail gains 35 ft.

Open the map on Chicago

24 trails worth the drive

Trail	Miles	Climb	Difficulty	From town
Yellow Unpaved Loop	7.2	143 ft	Moderate	15 mi
Orange Single Track Trail	3.9	124 ft	Easy	15 mi
Yellow Unpaved Trail	5.4	75 ft	Easy	12 mi
Yellow Single Track Trail	3.0	135 ft	Easy	14 mi
Black Single Track Trail	4.0	105 ft	Easy	14 mi
Brown Unpaved Trail	3.9	92 ft	Easy	11 mi
Blue Single Track Trail	2.2	86 ft	Easy	14 mi
Lakefront Trail	8.1	25 ft	Easy	4 mi
Tan Unpaved Trail	2.5	100 ft	Easy	13 mi
Green Unpaved Trail	2.1	80 ft	Easy	15 mi
Orange Unpaved Trail	1.9	86 ft	Easy	15 mi
Cemetery Hill Loop	1.9	64 ft	Easy	13 mi
Sag Valley Brown Unpaved Loop	2.9	46 ft	Easy	17 mi
Red Single Track Trail	4.0	27 ft	Easy	14 mi
North Branch Yellow Unpaved Trail	5.8	24 ft	Easy	15 mi
Tan Single Track Trail	1.6	63 ft	Easy	14 mi
Sag Valley Red Unpaved Trail	2.5	49 ft	Easy	17 mi
Messenger Woods trail	1.7	51 ft	Easy	23 mi
Purple	1.1	55 ft	Easy	24 mi
Tinley Creek Yellow Unpaved Trail	1.7	35 ft	Easy	17 mi
Tear-Thumb Trail	1.1	48 ft	Easy	17 mi
Spring Creek Greenway Trail	1.8	41 ft	Easy	20 mi
Orland Grassland Yellow Paved Loop	1.6	36 ft	Easy	21 mi
Tinley Creek Paved Trail	3.6	29 ft	Easy	21 mi

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