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Suggestions for Trail near Chicago

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    • 9.5
      Trail
      Lake Michigan Lakefront (at N Lakeshore Dr), Chicago
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      • Shannon J.

        Shannon J. • July 24, 2012While the beaches close at 11p the lake shore path is open all night to people looking to bike, run, or walk... It's a great place to spend time on a beautiful night!

    • 9.3
      Trail
      Bloomingdale Ave, Chicago
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      • Andy S.

        Andy S. • July 13, 2015One of the best outdoor spaces in Chicago. Excellent for walking, biking or running. Wonderful parks and people watching. Be sure to drop to street on the west end to check out the murals.

    • 9.0
      Trail
      Ridgeway & Bloomingdale, Chicago
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      • Stellaa D.

        Stellaa D. • March 29, 2019A really nice urban trail to run, skate or bike. In summer it gets really busy.

    • Category icon
      9.4
      Trail
      111 North Wabash Avenue (at Monroe Harbor), Chicago
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      • Abigail D.

        Abigail D. • October 23, 2015Great little pedestrian trail from downtown to the water.

    • 9.5
      Trail
      2001 N Clark St (btwn Fullerton Ave & LaSalle Dr), Chicago
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      • Dexter G.

        Dexter G. • September 27, 2011Great place to go for walks and appreciate a beautiful city view.

    • 9.1
      Trail
      Chicago
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      • Nicolas H.

        Nicolas H. • July 4, 2015Great way to see the neighborhood from a different perspective. Enjoy the great businesses just off the 606.

    • 8.9
      Trail
      (Washtenaw), Chicago
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      • Michael H.

        Michael H. • October 17, 2016Beautiful trail for walking and biking. One of the best ways to see the neighborhoods around it!

    • 8.6
      Trail
      Chicago
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    • 8.5
      Trail
      Chicago
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      • Frank L.

        Frank L. • July 18, 2013You should bike around this circle really fast until you puke.

    • 8.9
      Trail
      337 E Randolph Dr (Columbus Drive), Chicago
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      • Jonathan F.

        Jonathan F. • February 15, 2015The ice was not as smooth as I was hoping (it was almost zamboni time anyway), but I had a great time nevertheless. It's perfect for people-watching.

    • 8.8
      Other Outdoors
      S. Western Ave. (at 87th St.), Chicago
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      • Explore Chicago

        Explore Chicago • September 14, 2010This 60 acres of closed-canopy oak woodland offers nature paths, two miles of paved bike paths, picnic areas and more.

    • 7.9
      Trail
      3400 N Lake Shore Dr, Chicago
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      • Amy K.

        Amy K. • April 6, 2012Lots of benches to sit and enjoy the birds and scenery. You can bring your leashed dogs too!

    • Save
      • Ramel W.

        Ramel W. • April 2, 2017Always a great day for running.

    • 7.8
      Trail
      1803 N. Albany Avenue (at Bloomingdale Avenue), Chicago
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      • Joan V.

        Joan V. • March 26, 2012A great way to get to Ashland from Humboldt Park with no traffic and a bit of nature :)

    • 7.8
      Trail
      Chicago
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      • Roman W.

        Roman W. • May 3, 2014Cara group leaders are awesome!!

    • 7.8
      Trail
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      • Saif D.

        Saif D. • September 8, 2015Don't be afraid of the dragonflies in the summer

    • 8.0
      Trail
      4600-4628 W Foster Ave (at N Cicero Ave), Chicago
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      • Tracy H.

        Tracy H. • March 25, 2016Perfect for a hike, some birdwatching, saw mink tracks in the snow. Ongoing habitat restoration is improving wildlife counts.

    • 7.6
      Trail
      Chicago
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      • Alex U.

        Alex U. • December 1, 2012Great trail, partially paved no car traffic!

    • 8.2
      Trail
      N Caldwell Ave (W. Devon Ave), Chicago
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      • Pablo D.

        Pablo D. • March 11, 2011One of the nicest paved trails.

    • 8.0
      Park
      Chicago
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      • Shannon J.

        Shannon J. • October 22Always lots of deer in the area!

    • 6.7
      Trail
      Chicago
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      • Allison K.

        Allison K. • December 6, 2018Running for chocolate once you finish the race 🍫

    • 9.4
      Park
      5700 N Lake Shore Dr (btwn Glenlake Ave & Grand Ave), Chicago
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      • Terrass M.

        Terrass M. • July 8, 2015I love this park. Trails, beach, zoo, and great food close by

    • 9.1
      Park
      5001 N Leavitt St (at W Argyle St), Chicago
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      • PR Nutrition Inc

        PR Nutrition Inc • October 13, 201140 acres of terrain features a fitness center, track and field, cross training and more. The park is home to the Chicago United Runners and various community clubs that run the trails year round.

    • 9.4
      Park
      337 E Randolph Dr (btwn Lake Shore Dr & Columbus Dr), Chicago
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      • Dana P.

        Dana P. • May 29, 2016Amazing park, lots of cool stuff and great trails

    • 9.3
      Park
      300 W 19th St (btwn Lumber St & Wentworth Ave), Chicago
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      • Maia F.

        Maia F. • September 6, 2016Beautiful place for a picnic or bird feeding. Small playground for children and also a stop on the water taxi tour

    • 9.5
      Park
      337 E Randolph Dr (at Michigan Ave), Chicago
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      • Amelia

        Amelia • August 23, 2014Offers so much: baseball/softball fields, tennis courts, beach volleyball, and jogging/biking trails

    • 9.3
      Park
      5491 S Shore Dr, Chicago
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    • 8.7
      Park
      1400 N Humboldt Dr (off of Luis Munoz Marin Drive), Chicago
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      • Explore Chicago

        Explore Chicago • September 14, 2011Humboldt Park has lagoons, an historic field house, ball fields -- including a "mini-Wrigley Field" funded in part by the Cubs -- and walking trails.

    • 8.8
      Park
      808 N Lake Shore Dr (at E. Chicago Ave.), Chicago
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      • Jonathan F.

        Jonathan F. • September 5, 2016The park is very close to the tunnel to the lakefront trail. It has a running track, softball fields, and tennis courts.

    • 9.6
      Park
      201 E Randolph St (btwn Columbus Dr & Michigan Ave), Chicago
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      • Melanie C.

        Melanie C. • April 13, 2013Millennium Park is probably one of my favorite places to go in Chicago. Gorgeous walking trails, fantastic sculptors, and generally a great way to meet creative people. It's awesome!

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