Dog Walking in Wicker Park

See your dog's perfect match. We pair you with Wicker Park providers based on your dog's unique needs.

$25-35/walk
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Curated by Pawel Kaczmarek, Founder & CEO
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Dog Walking in Wicker Park: Rates & Availability

Dog Walking in Wicker Park typically costs $25-$35 per walk . matches you with background-checked providers based on your dog's unique needs—size, energy level, and personality.

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  • Wicker Park Locals

Dog Walking in Wicker Park: What to Know

  • Perfect for pups living near the Damen 606 entrance or those who frequent the Big Star patio area
  • Elevator etiquette in mid-rise condos - hold door for other dogs
  • 606 trail crowded weekends; stay right, pass left, keep leash short
  • Milwaukee Ave sidewalks have frequent chicken bones near restaurant areas
  • Summer heat: The 606 concrete gets too hot after 10AM - stick to morning walks
  • Walsh Park trailhead connects to 2.7-mile elevated path Get Directions
  • Commuter drop-off near Division/Damen intersection Get Directions

Dog Parks Near Wicker Park

DFA Permit Info →

All parks require a Dog Friendly Area (DFA) permit ($10/year). Our walkers ensure compliance.

Churchill Field Dog Park

1825 N Damen Ave, Chicago, IL 60647

Surface gravel
Small dog area Yes
Hours 6:00 AM - 11:00 PM
Separate small/large dog areas
Water fountain
Benches

Wicker Park DFA

Schiller & Damen, Chicago, IL 60622

Surface Concrete & turf
Small dog area No
Hours 6:00 AM - 11:00 PM
Renovated Nov 2025 - 25% larger
Shade structure
New drinking fountain

Walsh Park DFA

1722 N Ashland Ave, Chicago, IL 60622

Surface Artificial Turf & Gravel
Small dog area No
Hours 6:00 AM - 11:00 PM
Direct 606 trailhead access at Ashland Ave
Fenced run
Water fountain

Winter Walking

The 606 heats up fast in summer but gets icy in winter. East-west streets channel The Hawk.

Note: This area is affected by Chicago's winter parking ban. Our walkers navigate accordingly.

More Pet Care in Wicker Park

Dog Walking in Nearby Neighborhoods

Frequently Asked Questions

How much does dog walking cost in Wicker Park?

Dog Walking in Wicker Park 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.

Do I need a DFA permit for dog parks in Wicker Park?

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.

How do dog walkers handle Chicago winters in Wicker Park?

The 606 heats up fast in summer but gets icy in winter. East-west streets channel The Hawk. Tails walkers in Wicker Park 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.

What are the best dog parks near Wicker Park?

Popular DFA parks near Wicker Park include Churchill Field Dog Park, Wicker Park DFA, Walsh Park DFA. Some parks have separate small dog areas. All require a valid DFA permit ($10/year).

How do I book dog walking in Wicker Park?

Download the Tails app, enter your Wicker Park 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.

Wicker Park Local Conditions

Traffic Level

high — busy streets during rush hour

Walkability

excellent — wide sidewalks, short blocks

Street Cleaning

Varies by block - check posted signs

Winter Parking

Affected by 2"+ snow ban (3AM-7AM)

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Ready to book dog walking in Wicker Park?

See your dog's perfect match. We pair you with providers based on your dog's unique needs.