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Chicago

Chicago

Easy hikes and walks around Chicago

4.7

(86)

2,954

hikers

207

hikes

Exploring Chicago on foot is a delightful way to connect with nature. To help you make the most of your adventures, we’ve compiled the top easy hikes and walks around Chicago. Perfect for short hikes, kid-friendly excursions, and family-friendly outings, these routes offer something for everyone.

Last updated: November 8, 2025

4.7

(3)

hikers

1. Chicago Riverwalk trail

4.85km

01:14

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

5.0

(1)

hikers

2. State/Lake to Navy Pier loop via Chicago Riverwalk — Chicago

7.10km

01:48

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

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5.0

(1)

hikers

3. Lagoon Trail Loop — Humboldt Park

4.25km

01:04

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4. Jackson Park Lagoon Loop — Jackson Park

5.14km

01:18

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

5. Chicago Loop to Grant Park loop via Millenium Park

5.54km

01:24

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Easy hikes and walks around Chicago

1. Chicago Riverwalk trail

2. State/Lake to Navy Pier loop via Chicago Riverwalk — Chicago

3. Lagoon Trail Loop — Humboldt Park

4. Jackson Park Lagoon Loop — Jackson Park

5. Chicago Loop to Grant Park loop via Millenium Park

Other adventures around Chicago

Most popular routes around Chicago

Most popular attractions around Chicago

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

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