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Suggestions for Hiking Trail near Chicago

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    • 9.4
      Trail
      2001 N Clark St (btwn W Fullerton Pkwy & LaSalle Dr), Chicago
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      • Daniel L.

        Daniel L. • September 19, 2018A wonderful, peaceful walk around the water. Great photo opportunities in the large structure.

    • 9.3
      Trail
      Bloomingdale Ave, Chicago
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      • Kaitlin

        Kaitlin • May 4, 2018I can’t resist a rails to trails project, and this is a great one! Cool neighborhood, cool art, and a well-maintained track. If you like urban trails, check this out!

    • 9.3
      Trail
      Lake Michigan Lakefront (at N Lake Shore Dr), Chicago
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      • Dustin H.

        Dustin H. • April 5, 2016Great for running and biking, but be careful on warm summer weekends! It can get crowded.

    • 9.1
      Trail
      1806 N Ashland Ave, Chicago
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      • Molly E.

        Molly E. • August 3, 2015Nice option for running or walking if you don't live near the lake.

    • 9.0
      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!

    • 9.0
      Trail
      Ridgeway & Bloomingdale, Chicago
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      • David K.

        David K. • October 17, 2015This is a great biking path. Plenty of places to stop, great views and a nice ride.

    • 8.6
      Trail
      Chicago
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    • 9.5
      Trail
      Chicago River, Chicago
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      • SSK016

        SSK016 • July 19, 2015Very alive ❤️ great for boat rides ,walk , restaurants and in the heart of the city .

    • 9.0
      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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      • Brucy_b

        Brucy_b • October 10, 2013Great place for exercise or relaxation.

    • 8.1
      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!

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      • Ramel W.

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

    • 7.9
      Trail
      Chicago
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      • Roman W.

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

    • 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 :)

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

        Dustin H. • December 23, 2018Great escape from the city, and surprisingly secluded once you’re inside!

    • 7.4
      Trail
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      • Saif D.

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

    • 8.4
      Trail
      N Caldwell Ave (W. Devon Ave), Chicago
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      • Kathleen N.

        Kathleen N. • July 22, 2015It's excellent path that takes you along the river. All the way up past Old Orchard, Skokie lagoons, to Chicago Botanic Gardens. Seeing the wildlife in their own setting. Makes for an enjoy able ride.

    • 7.7
      Park
      Chicago
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      • Shannon J.

        Shannon J. • October 22, 2020Always lots of deer in the area!

    • 6.8
      Trail
      Northwestern Cook County (from Caldwell and Devon Ave to Lake County), Chicago
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      • Thomas G.

        Thomas G. • September 7, 2024A lovely, and well-maintained trail and path! Very easy to feel that sense of being engulfed in with nature and the beauty of it, too! Several bikers on path, but for the most part they are respectful

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

        Kira S. • July 21, 2015Playa restaurant is cool. Got the smoked turkey. It was so good! They had a cool little band performing.Our waiter Steven was awesome!

    • 8.8
      Park
      1400 N Humboldt Dr (off of Luis Munoz Marin Dr), Chicago
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      • Ron S.

        Ron S. • July 31, 2020Pretty nice place to go for a walk. They have baseball and soccer fields. Would be a nice place for a picnic

    • 9.1
      Waterfront
      N Lake Shore Dr, Chicago
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      • Missy M.

        Missy M. • September 21, 2018The improvements in the bike path have made a world of difference.

    • Category icon
      ?
      Trail
      2141 S Tan Ct, Chicago
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    • ?
      Trail
      Chicago
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    • Category icon
      ?
      Trail
      2200 W. Division (Leavitt), Chicago
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    • Category icon
      ?
      Trail
      s Lake Shore Drive (Balbo), Chicago
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    • ?
      Trail
      60647, Chicago
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    • Category icon
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    • ?
      Trail
      53 W Jackson Blvd, Chicago
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    • Category icon
      ?
      Trail
      5200 N Lakeshore Drive, Chicago
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