The Chicago Waterfront Trail is well maintained, smooth and easy to hike, so you can get on with enjoying the fabulous views and the big-city feel. There are numerous points of interest along the route, including iconic landmarks like Navy Pier, Millennium Park, Grant Park, and several beaches like North Avenue Beach and Oak Street Beach.

The trail leads you through several Chicago suburbs and gives you a taste of just how diverse the city's cultural scene is. The scenery is equally diverse, with Lake Michigan dominating the view, and beaches, parks and skyscrapers only adding to it. The best light can often be found at sunrise or sunset but regardless of when you hike, this is one of the best urban trails in America.