Explore the most popular dogs on leash 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.

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
1 month 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
6 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.

Yes! This is The 606 :)

road biking
8 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
8 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.

walking
10 months ago

Very modern and interesting.

Even though I'm a NY Mets fan this neighborhood is hallowed ground for National League Baseball fans. Unfortunately I didn't have a chance to see the Cubbies play but I did see Phish play Wrigley. Partook in local culture at many of the countless watering holes in the neighborhood

walking
Sunday, May 14, 2017

The lake views are gorgeous, and it's a really nice walk. Not so great if you want something challenging.

Sunday, March 26, 2017

My favorite route to walk and/or jog. I prefer to take this route when there aren't too many people. Otherwise, great for a solo trip or with friends and family!

walking
Sunday, March 26, 2017

Nice route when there isn't too many people! A nice taste of the city life and it's sky scrapers and concludes with a beautiful scene of Lake Michigan.

Thursday, November 03, 2016

I got rubbed in this location, so sad because love the trail. They destroy my doors to get in, when to the trunk of the car and got everything from my car, computer bag, my personal bag and everything. I will think twice to go again. So sad

hiking
Monday, October 31, 2016

Very nice trail. truly loved the dog park on the beach. Had never seen anything like that before. Watching all the dogs play was an amazing site to see.

walking
Monday, August 22, 2016

A nice walk in downtown, people, buildings

walking
Monday, August 22, 2016

Another good urban trail, love walking in the city

walking
Monday, August 22, 2016

An urban trail, nice views of the lake and the museum grounds

walking
Friday, August 19, 2016

Very easy walk along the pier and the lake. Beautiful views, along with a nice breeze off of the water. Lots to see and do!

Great walk in the city. Lots to see and do! Love the pier

Thursday, July 28, 2016

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It was a crowded summer day when we walked this one but was a good walk. Plenty to see and some great views of Chicago architecture.

Monday, May 30, 2016

Nice crowded.

I started from Lincoln Park, walked the Magnificent Mile to the Navy Pier and then followed the lake shore trail all the way back to the Field Museum. The scenery was wonderful.

Best way to see Downtown Chicago is by walking through it. Recently I visited the Field Museum and I wanted to explore Downtown Chicago. So I followed the Columbus and walked toward Downtown, around the Millenium Park, I turned to the River Walk, and then back to the Michigan Ave. Finally I arrived at the Lincoln Park. The walk was nice and it allowed me to see the Chicago at the street level.

hiking
Tuesday, April 26, 2016

One of my favorite stretches of the lake if you go up to the bird sanctuary / the magic hedge / dune areas. It isn't all pavement if you extend your hike past the harbor into the peninsula. Great for seeing birds, trees, and escaping the sound of cars!

walking
Thursday, March 17, 2016

Nice little walk through Chicago, can't really call it a trail though.

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.

walking
Tuesday, April 07, 2015

You can ramble about the Loop downtown area, but the best walk is one led by a docent from the Chicago Architectural Foundation. They even lead tours from river boats. The city itself is a museum of various excellent styles of styles.

walking
Sunday, December 28, 2014

I miss Navy Pier. It is a fake, but great, ocean view with sail boats, yachts, lighthouses, crashing waves, and an eclectic mix of people.

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