Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Hikes
United States
Illinois

Cook County

The best city hikes and walks in Cook County

4.7

(276)

4,612

hikers

217

hikes

If you've ever tried planning hiking in Cook County, you know how quickly the sheer number of trails can feel overwhelming. With so many options, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has explored, mapped, and reviewed countless routes across the county, and we've distilled all that local knowledge into a curated shortlist to save you the guesswork.

Hiking in Cook…

Last updated: May 11, 2026

5.0

(1)

31

hikers

#1.

Northwestern Medicine Wellness Way Fitness Trail

2.95km

00:45

10m

10m

The Northwestern Medicine Wellness Way Fitness Trail offers a unique urban walking experience, tracing the edge of Chicago's famous Navy Pier. This easy 1.8-mile (2.9 km) loop is entirely paved…

Navigate with device

Send to Phone

Save

Easy

3.0

(1)

16

hikers

4.54km

01:08

0m

0m

The Bloomingdale Trail, also known as The 606, offers a truly unique urban hiking experience in Chicago. This elevated greenway provides city views as you pass through neighborhoods like Wicker…

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

3.0

(1)

15

hikers

The Chicago Lakefront Trail offers a quintessential urban escape, letting you stroll along the edge of Lake Michigan with continuous views of the water and the city's impressive skyline. This…

Easy

This easy urban walk offers a fantastic way to soak in Chicago's energy, transitioning from the architectural grandeur of the Magnificent Mile to the expansive waterfront views at Navy Pier.…

Easy

8

hikers

3.20km

00:49

10m

10m

The Chicago Riverwalk offers a truly unique urban hiking experience, transforming a former industrial area into a vibrant public space. This easy 2.0-mile (3.2 km) route, with its minimal 20…

Easy
Sign up for free to see 213 more hikes in Cook County.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

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

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Cook County

City hikes around Chicago

City hikes around Evanston

Des Plaines River Trail & Greenway — From Wetlands to Woods

The rhythms of the river – road trip along the Mississippi

Great North Music Tour – hiking in the footsteps of music legends

Historic Route 66 – curiosities, selfie spots and diners

On the shores of the Great Lakes

Des Plaines River Trail and Greenway — Cycling Along Nature’s Highway

Other adventures in Cook County

Des Plaines River Trail & Greenway — From Wetlands to Woods

Hiking Collection by

oliviakellis

Tips from the Community

UrbanExolorer_Mando
September 29, 2025, Captain on the Helm

Beautiful sunrise views

0

0

Deep Dish Pizza by Lou

Translated by Google

0

0

Navy Pier is a popular tourist attraction in Chicago, located on the shore of Lake Michigan

Translated by Google

0

0

The view is truly spectacular. You'll see iconic skyscrapers like the Willis Tower, 875 N. Michigan Ave (formerly the John Hancock Center), and the elegant St. Regis Chicago, all forming an impressive panorama over Lake Michigan.

Translated by Google

1

0

In the movie The Blues Brothers, Chez Paul is a high-end restaurant where Jake and Elwood Blues go to find their former bandmate, Alan "Mr. Fabulous" Rubin. Rubin, a trumpet player for the band, has left the music world and is now the maitre d' at the snooty establishment. The exterior shots of Chez Paul in The Blues Brothers were filmed at the actual location of the restaurant, which was at 660 North Rush Street in Chicago's River North neighborhood. While the exterior was the real deal, the interior scenes of the restaurant were actually shot on a soundstage on the West Coast. This was a common practice for film productions, as the owner of Chez Paul reportedly said it was easier than "shipping the McCormick mansion to the West Coast." The restaurant, which was a well-known institution in Chicago, has since closed.

0

0

Lisa
September 27, 2024, Navy Pier

"The People's Pier" is home to some of Chicago's most iconic attractions, including the Centennial Wheel, day cruises on the Chicago River and Lake Michigan, the Chicago Shakespeare Theater and Virtual Rush, a 4D virtual reality adventure through a futuristic vision of Chicago.

0

0

from riverwalk superb view of Franklin Delano Roosevelt Bridge and Lake Point Tower Condominium

Translated by Google

0

0

Frequently Asked Questions

How many urban hiking trails are available in Cook County?

Cook County offers a vast network of urban hiking opportunities, with over 220 trails available. These routes cater to various preferences, from short strolls to longer explorations within the city's green spaces.

What kind of terrain can I expect on urban hikes in Cook County?

Urban hikes in Cook County feature a diverse range of terrain, reflecting the region's varied ecosystems. You'll find trails winding through woodlands, savannas, and restored prairies, as well as paths alongside rivers and lakes. While many routes are relatively flat, some areas, particularly in the Palos Region, offer gentle rolling hills for a more dynamic experience.

Are there easy urban hiking options suitable for beginners or casual walkers?

Yes, Cook County is very welcoming for beginners and casual walkers. A significant portion of the urban trails, over 160 routes, are rated as easy. These often feature paved or well-maintained paths, making them accessible for a relaxed outing. For example, the Northwestern Medicine Wellness Way Fitness Trail and the Lake Glenview Loop are excellent easy options.

What interesting landmarks or attractions can I see along urban hiking routes in Cook County?

Many urban hikes in Cook County offer opportunities to see notable landmarks and attractions. Depending on your chosen route, you might encounter iconic city sights like Cloud Gate (The Bean), explore the vibrant Magnificent Mile, or admire architectural marvels such as the DuSable Bridge and the Wrigley Building. Natural monuments like Montrose Beach Dunes Natural Area also provide scenic points of interest.

Are the urban hiking trails in Cook County suitable for families with children?

Absolutely! Many urban trails in Cook County are ideal for families. The extensive Forest Preserves offer safe, well-maintained paths, often with nature centers and picnic areas nearby. The Bloomingdale Trail, for instance, is a popular choice for an easy, accessible family walk.

Can I bring my dog on urban hikes in Cook County?

Yes, many urban hiking trails within Cook County's Forest Preserves are dog-friendly, provided your dog is kept on a leash. It's always a good idea to check specific trail regulations before heading out, but generally, the vast network of paths welcomes leashed pets.

When is the best time of year to go urban hiking in Cook County?

Urban hiking in Cook County is enjoyable year-round, with each season offering a unique experience. Spring brings vibrant wildflowers, while summer provides lush greenery and shaded paths. Autumn is particularly stunning with brilliant fall foliage. Even winter offers opportunities for quiet, scenic walks, especially after a fresh snowfall.

Is public transport available to access urban hiking trails in Cook County?

Yes, many urban hiking trails, especially those closer to Chicago, are accessible via public transport. The CTA (Chicago Transit Authority) and Metra commuter rail serve various parts of Cook County, often with stops near trailheads or park entrances. Planning your route in advance using public transport apps is recommended.

What do other hikers enjoy most about urban trails in Cook County?

The urban trails in Cook County are highly rated by the komoot community, with an average score of 4.7 stars from over 300 ratings. Hikers frequently praise the accessibility of nature within an urban setting, the well-maintained paths, and the surprising diversity of landscapes, from serene woodlands to scenic riverfronts.

Are there any urban hiking trails that offer scenic views of rivers or lakes?

Yes, Cook County has several urban trails that provide beautiful views of its waterways. The Chicago Lakefront Trail offers expansive views of Lake Michigan, while other trails follow the Des Plaines River and the West Fork of the North Branch of the Chicago River, providing picturesque riverside scenery.

Can I expect to see wildlife on urban hikes in Cook County?

Despite their urban setting, Cook County's Forest Preserves are vital habitats for a variety of wildlife. Hikers often spot white-tailed deer, coyotes, foxes, and numerous bird species, including over 300 types of birds. Keep an eye out for diverse reptiles and amphibians, especially near wetlands and ponds.

Where can I find more information about the Forest Preserves of Cook County?

For comprehensive information about the extensive Forest Preserves of Cook County, including details on specific preserves, activities, and regulations, you can visit their official website at cookcountyil.gov. They also provide detailed information about their trail system at cookcountyil.gov/service/trails.

Most popular routes in Cook County

Family-friendly hikes in Cook County

Most popular attractions in Cook County

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Didn’t find what you were looking for?

Check out more Hikes throughout Cook County below and find the perfect route in your destination.

ChicagoEvanston

Nearby adventure guides

Things to Do around Chicago

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy