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The Best Kayaking in Chicago

Looking for the best kayaking in Chicago? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Chicago. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top kayaking spots in and near Chicago

  • Lemont, Illinois

    Kayak the Des Plaines River

    Not the easiest to get in or out of the river at this location, but it works, at least for a kayak. Look out for people using the Centennial trail, and those fishing nearby. Be careful and if you are able, wear good shoes or sandals (not flip flops) with some tread as it can get muddy. Nearby thi...
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  • Warrenville, Illinois

    Herrick Lake Trail

    4.0
    8.2 mi / 390 ft gain
    This is an easy trail for beginners, with a packed gravel clearly-marked trail shared  by walkers, runners, bicyclists, and even horses (the trail is next to Denada Equestrian Center).  Gently sloping trails lead through prairie land, next to small ponds filled with singing frogs, some wooded are...
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