Dearborn Park is a charming rectangular neighborhood near the center of Chicago and quite near the bank of Lake Michigan. It borders Ping Tom Memorial Park and is close to Grant Park. The tree-lined streets of Dearborn really do make you feel like you are walking through a well maintained city park. Buildings tend to be set back from the sidewalk, so you will be comfortable walking your dog on a flexi-lead or a longer leash throughout the area.
There are several grassy areas in Dearborn Park for you to enjoy with your dog, including a large and charming space near the center. For much more extensive exploration, head towards Ping Tom Park and the miles of walking trails through natural grass and shrublands along the Chicago River.
In the other direction, Grant Park and all the way down to Northerly Island, you can find other exploratory options for you and your dog to enjoy.
Walking through most of Dearborn Park is very nice with wide, tree-lined streets around town homes and apartment buildings that are set well back off the street. Lots of grassy regional parks like Jones Park and Dearborn Park also provide room to play a game of fetch or frisbee or just lay back with your dog.
Just across the border from Dearborn, Ping Tom Memorial Park provides you with miles of area to explore along the Chicago river. Your dog will love the chance to run and follow her nose while you enjoy the pleasant views and cooling breezes that come off of the river.
In the other direction, bordering the bank of Lake Michigan, a series of parks provide lots of room for you and your dog to exercise. While many of these parks are ball fields and not appropriate for canines, there are plenty of pleasant walking trails along the water for you to enjoy here.
Dearborn Park feels quite green, with grassy borders on the sidewalk and plenty of mature trees within. Intermittent parks are frequent throughout the small neighborhood, so you will likely stumble upon plenty of space to wander.
If you are craving a more wild experience, Ping Tom Memorial Park can give you the chance to explore a scrubland wilderness with your dog. You have a great chance of seeing bird life along the banks of the Chicago River or roosting in the taller shrubbery.
Even if you don't see wildlife in the thick grasses, your dog will love the opportunity to follow her nose and listen to hidden wildlife after becoming accustomed to walking neighborhood streets. The cluster of parks on the banks of Lake Michigan are not nearly so wild, but this large, grassy area also provides you and your dog with opportunities to enjoy natural views and see wildlife. No matter where you look, you have plenty of options.