See your dog's perfect match. We pair you with South Loop providers based on your dog's unique needs.
Dog Walking in South Loop 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.
951 S Columbus Dr, Chicago, IL 60605
1466 S Wabash Ave, Chicago, IL 60605
1611 S Wabash Ave, Chicago, IL 60605
Grant Park and lakefront have severe wind exposure from Lake Michigan. Michigan Avenue creates significant wind tunnels. Newer high-rise buildings provide good snow removal but outdoor walks can be brutal. Lake effect adds extra wind chill near Museum Campus. The Lakefront Trail may close during severe winter weather.
Note: This area is affected by Chicago's winter parking ban. Our walkers navigate accordingly.
Dog Walking in South Loop 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.
Grant Park and lakefront have severe wind exposure from Lake Michigan. Michigan Avenue creates significant wind tunnels. Newer high-rise buildings provide good snow removal but outdoor walks can be brutal. Lake effect adds extra wind chill near Museum Campus. The Lakefront Trail may close during severe winter weather. Tails walkers in South Loop 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 South Loop include Grant Bark Park, Coliseum Park DFA, Fred Anderson Park DFA. Some parks have separate small dog areas. All require a valid DFA permit ($10/year).
Download the Tails app, enter your South Loop 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
high — busy streets during rush hour
Walkability
excellent — wide sidewalks, short blocks
Street Cleaning
Fridays 9AM-1PM (Apr-Nov)
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.