See your dog's perfect match. We pair you with Uptown providers based on your dog's unique needs.
Dog Walking in Uptown typically costs $25-$35 per walk . Tails matches you with background-checked providers based on your dog's unique needs—size, energy level, and personality.
All parks require a Dog Friendly Area (DFA) permit ($10/year). Our walkers ensure compliance.
601 West Montrose Avenue, Chicago, IL 60613
4501 N. Marine Drive, Chicago, IL 60640
1100 W. Irving Park Rd., Chicago, IL 60613
Lakefront exposure brings strong winds and heavy lake effect snow. Montrose and Marine Drive sidewalks ice quickly. Plan inland routes on storm days and rinse paws after salted walks.
Note: This area is affected by Chicago's winter parking ban. Our walkers navigate accordingly.
Dog Walking in Uptown typically costs $25-35/walk. Prices vary based on duration, number of pets, and specific requirements. All Tails providers are background-checked and insured. See our 2026 pricing guide for more details.
Yes. All Chicago off-leash dog parks require a $10/year DFA (Dog Friendly Area) permit. The fine for non-compliance is $500. Your dog must have current Rabies, DHPP, and Bordetella vaccinations. Tails walkers ensure your dog only visits DFA parks if properly permitted.
Lakefront exposure brings strong winds and heavy lake effect snow. Montrose and Marine Drive sidewalks ice quickly. Plan inland routes on storm days and rinse paws after salted walks. Tails walkers in Uptown are equipped for winter conditions, carry paw balm for salt protection, and adjust routes based on conditions. They also navigate around Chicago's overnight winter parking ban zones. Learn more in our Chicago winter walking guide.
Popular DFA parks near Uptown include Montrose Beach Dog Friendly Area, Clarendon Dog Friendly Area, Challenger Dog Friendly Area. All require a valid DFA permit ($10/year).
Download the Tails app, enter your Uptown address, and browse verified providers. View profiles, read reviews, and book directly. All providers are background-checked, insured, and trained. You can message providers before booking and receive photo updates during service.
Traffic Level
medium
Walkability
excellent — wide sidewalks, short blocks
Street Cleaning
Varies by block (Apr-Nov) - check posted signs or ward updates
Winter Parking
Affected by 2"+ snow ban (3AM-7AM)
See your dog's perfect match. We pair you with providers based on your dog's unique needs.