Big Oaks is a large rectangular neighborhood bordered by Union Ridge on one side and Ridgemoor Country Club on the other. Homes in Big Oaks tend to be single family homes of diverse sizes and design. Most yards are unfenced and homes are generally set back from the sidewalk while the divider between the sidewalk and the road is very wide and grassy and frequently studded with mature trees. Traffic is not busy in this neighborhood, and wide sidewalks and attractive grassy landscaping make this a great scenic neighborhood to allow your pup plenty of freedom, even while being on leash. You can also feel free to participate in some biking and skating exercise in this area.
While you and your dog cannot enter the large golf course of the Ridgemoor Country Club, the sidewalk on the outer perimeter of it can be a great place to be for an extended period without worrying about intersecting traffic.
Big Oaks is a very enjoyable neighborhood to walk through with unique architecture and individualized homes. Yards are generally grassy and on the larger side, so you will feel like you have plenty of room to walk your dog down these neighborhood streets. Plenty of shady cover will shield you from the sun on hot Chicago days and provide shelter from the wind during the colder months of the year.
Just outside of Big Oaks, Dunham Park provides a pleasant walking area for you and your dog to enjoy, as well as grassy areas in which to participate in a game of fetch or frisbee.
Streets bordering the Ridgemoor Country Club provide a great place for you to enjoy being on wheels with your dog without worrying too much about cars or other pedestrians. This is a great opportunity, especially if you are working on obedience training or socialization with a younger dog that needs experience.
Unfortunately, the largest green space near Big Oaks is not accessible to you and your dog, as it is a private country club and golf course. While you can enjoy exploring the perimeter, you cannot enter this space with pets. The nearby Dunham Park offers a small area to walk among scattered tree-cover and enjoy some grassy space with your dog next to the ballparks as another option.
There are several more regional parks similar to Dunham near Big Oaks, but for larger walking areas, you will have a ways to go to the Sidney Yates Flatwoods. This natural area provides extensive trails through beautiful and highly varied terrain which can provide some challenging experiences. Trails here are left natural so your dog can have the experience of testing her paws on natural footing. This is especially important if you are raising a puppy to experience diverse environments. You also have a great chance of seeing all kinds of wildlife in this forest.