Roscoe Pawtroll | Dog Walking in Roscoe Village & Chicago

Dog Walking

Professional 30-minute walks in Roscoe Village and surrounding Chicago neighborhoods. Every walk is GPS tracked, fully documented, and conducted by a city-licensed, insured, and bonded walker certified in Pet First Aid.

Schedule a Free Meet & Greet

What's Included

  • 30-minute walk with active supervision
  • GPS tracking with optional real-time access
  • Detailed walk report with photos after every visit
  • Water bowl refill and check
  • Extra leash carried for safety
  • Wipes as needed
  • 5-minute grace period at end of visit
  • Awareness of traffic, other dogs, and ground hazards
  • Monitoring for signs of stress, fatigue, or overheating
  • Walk can be converted to a drop-in visit if needed

Rates and Pricing

Standard 30-Minute Weekday Walks
  • 10:00 AM – 4:30 PM: $33
  • 5:00 PM – 7:30 PM: $40
  • 8:00 PM – 10:00 PM: $47
Standard 30-Minute Weekend Walks
  • 10:00 AM – 4:30 PM: $40
  • 5:00 PM – 7:30 PM: $47
  • 8:00 PM – 10:00 PM: $54
Add-ons
  • Second dog: +$5 per walk (maximum 2 dogs)
  • Paw wipes: +$5 per walk, per dog
Holiday Rate
  • +$20 flat fee on observed holidays
Other Fees
  • Late booking (under 48 hours): +$5
  • Same-day booking: +$15

For a one-hour walk, book two consecutive 30-minute slots on the same day (e.g. 10:00–10:30 AM and 10:30–11:00 AM).

New clients get 10% off their first walk — limited time!

Areas We Serve

We walk dogs in the following Chicago neighborhoods: Roscoe Village, Lakeview, West Lakeview, North Center, Ravenswood, North Halsted, Sheffield and DePaul, and Park West.

Check our Service Map to confirm your address is within our coverage zone.

Schedule a free meet & greet!