Explore the most popular city walk trails near Chicago with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

road biking
15 days ago

Nice on Sunday; just enough people to wind through but not too many!

Really fun walk. Great Chicago architecture, river, restaurants, people watching. Great for photography too.

road biking
1 month ago

Great trail, but it can get crowded.

Nice running trail. Plenty of shaded sections, great for running in a hot sunny day

just a reminder that there are no restrooms anywhere so be prepared.

road biking
1 month ago

Nice nature walk near Rosehill Cemetery. Good for moderate hiking or running but ok for a bit of biking just watch out that some of trails can go in different places and turns can be blocked by the overgrown plants.

There’s many entrances to the 606.

walking
3 months ago

Beautiful trail with restaurants and bars lining the majority of the trail. A great place to appreciate the beautiful architecture that Chicago has to offer.

Not much to look at but a great dog park!

Yes! This is The 606 :)

walking
10 months ago

The prairies are beautiful and so is the board walk. Most of the paths are paved, which is good for wheelchairs and strollers, but not for hiking.

road biking
11 months ago

2.7 miles, mostly flat, mostly straight. Great for biking, walking or running. I love that there is a place I can ride and run without having to worry about cars. There is a great park on the east end and several smaller parks along the trail. I would rate this as an easy trail.

https://www.bloomingdaletrail.org

walking
11 months ago

Easy, paved trails.
Some stairs, depending on where you enter the river walk.
Beautiful on a crisp Chicago morning.

walking
Thursday, June 29, 2017

Very modern and interesting.

walking
Thursday, June 29, 2017

Great City.

walking
Tuesday, March 15, 2016

More of a walk and a hike. Urban Park. Great Dog Park, ice rink in the winter, movies in the summer, farmers market. Hoops and lots of room to have a catch.

road biking
1 day ago

on Chicago Riverwalk

hiking
7 days ago

hiking
10 days ago

walking
1 month ago

road biking
2 months ago

hiking
2 months ago

hiking
2 months ago

hiking
2 months ago

trail running
3 months ago

hiking
5 months ago

hiking
9 months ago

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