Explore the most popular 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.

kid friendly

walking

hiking

views

dogs on leash

nature trips

birding

trail running

lake

road biking

forest

city walk

wheelchair friendly

dog friendly

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road biking
17 days ago

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

trail running
18 days ago

Scenic flat concrete trail next to Lake Michigan. Can be warm later in the day so I recommend early morning running. You can meet the River Walk as part of your run.

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

The best way to discover the beauty of Chicago’s skyline and Lake Michigan! If you’re a local or out of town tourist, I recommend this to anyone who would like to run or bike towards the heart of downtown or their first time in Chicago.

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.

road biking
1 month ago

Beat to do on a weekday as the park gets crowded with beachgoers and tourists, especially around Navy Pier. The flyover at the pier is running way behind schedule, now estimated for sometime in 2019.

walking
2 months ago

Crowd is the only reason to avoid. Excellent for recreation.

There’s many entrances to the 606.

on Navy Pier Walk

hiking
2 months ago

It's a walk on a pier, in the middle of a big city, with lots of commercial establishments for dining, drinking and boat tours. For an urban scene and people watching, it's a nice stroll.

trail running
2 months ago

Pretty city and lake views! Paved parkway for bikes, rollerblades and strollers. I highly suggest looking into the 5/10k Run for the Zoo- you run this path and also through exhibits!

mountain biking
2 months ago

gorgeous view. it can be crowded. the views of the city are well worth it

This used to be my running trail! Super crowded if the weather is nice, but hit the trail before 7 am and it’s almost entirely yours. Great for running, walking, biking, or rollerblading.

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!

trail running
9 months ago

Small trails but link with city street or sidewalk runs and Grant park trails or lakefront make perfect starting point. But run off times to avoid crowds. Great city views. Parking garage beneath the park is perfect... or park along lakefront up north at Montrose harbor for a longer run down to Grant Park area.

road biking
10 months ago

I've wanted to bike along Lake Michigan for years and we finally did it yesterday. It was everything I'd wanted. The path is well-used but not overcrowded. The views are amazing the entire way. We went from north of Irving Park all the way down to the museum campus. Terrific outing.

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.

Great view of the city just too many people

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.

Easiest to take Uber to Hyde Park to his home address probably or to the University of Chicago Law School. Fun walk, friendly neighborhood. We did maybe half of it.

mountain biking
Thursday, June 29, 2017

Busy at times but well worth the number of people for the views of the lake & city!

walking
Thursday, June 29, 2017

Very modern and interesting.

walking
Thursday, June 29, 2017

Great City.

road biking
Saturday, June 17, 2017

Very easy, but loved the dedicated bike lane which majority of joggers and walkers understand and obey. Lake Michigan on one side, city on other. Total of 15 miles from start of trail (north end) to Navy pier, and back. Free street parking at Lincoln Skate Park (large pay lot available also).

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