Chrysler Village experiences the full brunt of Chicago's variable weather without the moderating influences of Lake Michigan. Inclement weather can make walking in the neighborhood unpleasant on cold, snowy winter days, stormy, rainy spring days, or sweltering, humid summer days. Be prepared for different weather conditions depending on the season if you are traveling with your dog on foot. You both may need appropriate weather gear. In summer, walking early or later in the day can help you avoid getting overheated.
There are off-leash dog parks that can be reached by vehicle. The nearest to Chrysler Village are Bailey's Crossing to the south and Karban Dog Park to the north. If you want to access the 22-mile Lakefront trail along Lake Michigan, you can drive east to Lake Michigan and park near Jackson Park to access the lakefront trail. There is also a dog park located here called the Jackson Bark Park.