While the area might officially be known as East Lakeview, this small, tight-knit community surrounding Wrigley Field is more commonly known as Wrigleyville. Many of the brick homes here have bleachers built on their roofs which the locals call 'Wrigley Rooftops.' If this sounds funny, you have to understand just how passionate Cubbies fans are. Fans will pay good money for these rooftop seats when a home game or a good concert is going on. The area itself is vibrant and attracts the younger crowd, at least until game day.
Along with large residential areas with sidewalks, there are, of course, numerous tourist-related businesses to check out during your walks. Pet stores are within driving distance, as are parks where you can take your pooch out for some serious exercise and play time. The shores of Lake Michigan, including beaches and parks, are also within driving distance for a change of pace.
The terrain in Wrigleyville is a lot like the baize on a pool table: smooth and flat. It certainly doesn't present much of a challenge to a powerful human and dog walking team. However, if your pup has a bit too much pudge or is getting on in years, flat ground like you will find here may be just what you need to get him started down the road to weight loss and better health.
In the residential areas, the streets are lined with sidewalks wide enough for two or three people to walk at each others' side, so when it's just the two of you, there is more than enough space. The sidewalks have grassy medians and plenty of large shady trees that make walking during the sweltering Chicago summers a little more bearable for both you and your hound when temperatures can hit the 90s. Just remember that hot pavement can be an issue for sensitive paws.
Despite its proximity to Wrigley Field, there is very little in the way of green space within the bounds of the community. In fact, beyond a few nearby playlots and the Graceland Cemetery, if you want green space, you will have to drive to it. The best greenway for both of you is over on the shore of Lake Michigan. Here you will find several miles of natural areas along with beach for you and your dog to explore. Some trails can take you up north to Foster Beach and even further to the south where Lincoln Park and the North Avenue Beach can be found.
The one thing this area has going for it is that most of the single-family homes in town have large, green, suburban-sized yards. If you own a house like this, your pup will have some grass he can play in without having to go for a car ride first.