Dog Walkers & Cat Sitters in Roscoe Village, Chicago
Zip Code: 60618 and 60657Between North Western Avenue and North Ashland Avenue from West Diversey Parkway at the south boundary to West Addison Street at the north boundary.
Dog Walking & Cat Sitting Services in Roscoe Village, Chicago
Roscoe Village feels like a hidden gem tucked within the city—a place where neighbors chat on the sidewalk, local shops welcome pets, and every block feels like home. At Windy City Paws, we’ve been walking dogs here for years, and we love being part of this community’s daily rhythm. Our team of dedicated animal lovers is committed to giving every furry friend the attentive, personalized pet care they deserve.
We provide pet care services throughout the 60618 and 60657 zip codes, from Addison to Diversey (north to south) and Western to Ashland (west to east). Whether you’re living near Hamlin Park, along Roscoe Street, or in a cozy walk-up near Lincoln Ave, our Chicago dog walkers are right around the corner and ready to go.
Dog Walking Services
30 Min Daily Dog Walks and 60 Min Daily Walks
Clients with a recurring schedule of three or more service days per week qualify for our Daily Schedule pricing. Daily services are scheduled Monday through Friday between 8:00am and 5:00pm, with consistent days and times each week (for example: Monday, Wednesday, Friday from 11:00am–1:00pm). Your furry friend receives one on one attention from a dedicated walker who is matched to their personality, energy level, and daily routine—so every walk feels familiar and stress-free. This is the best option for Roscoe Village dog owners who want the best dog walkers on a dependable, recurring schedule.
Learn More About Daily Walk Pricing
30 Min Periodic Walks and 60 Min Periodic Walks
Periodic Walks are a great option for clients who want flexibility or don’t need a consistent schedule of three or more days per week. They’re perfect for occasional coverage, shifting routines, or extra support when plans change. While we can’t guarantee the same day and time for every visit, your best friend will still receive the same caring one on one attention, real-time visit updates, and the trusted pet care that Roscoe Village dog owners count on.
Cat Sitting Services
Windy City Paws also offers in-home cat sitting visits for Roscoe Village cat owners, professional pet care that comes directly to your home. No boarding, no travel, no disruption to your cat’s routine. Each visit includes feeding, litter box cleaning, enriching playtime, and a visit recap so you always know your furry friend is well cared for.
Daily Cat Visits
Daily cat sitting visits require a recurring scheduled service of a minimum of 3 visits per week, Monday–Friday. This service has a minimum requirement of 30 days. Daily cat visits occur 8 am–5 pm. Evening if desired: 5 pm–8 pm.
Your cat will be paired with a sitter who takes time to learn their habits, preferences, and personality, providing consistent, reliable pet care that keeps your cat comfortable and content every weekday.
Periodic Cat Visits
Our periodic cat sitting visits are designed for vacation care—a trained sitter visits your home while you’re out of town, so your cat stays in their familiar surroundings rather than a boarding facility. Periodic cat visits occur between 8am–5pm. Evening if desired: 5pm–8pm.
Learn more about Cat Sitting Pricing
Fear Free Certified
We’re one of the only Fear Free Certified dog walking teams in Chicago, Illinois. Our team is trained to recognize signs of stress, anxiety, and fear in pets and respond with calm, compassionate handling. That means a safer, more comfortable experience—especially for dogs who are nervous, shy, or sensitive to new environments. Fear Free practices keep your pet’s needs and well-being at the center of every single visit.
Learn more about Fear Free Certification.
Why Roscoe Village pet parents walk with Windy City Paws
✔ Same trusted walker each day for consistency and comfort
✔ Real-time walk updates with photos and GPS tracking
✔ Fully insured, bonded, and background-checked staff
✔ Flexible scheduling—recurring or last-minute
✔ Friendly local support that’s easy to reach when you need us
From puppies with boundless energy to senior dogs who prefer slow and steady, we tailor each walk to your pup’s unique needs—and treat them like our own.
How to Get Started
Getting started is easy. We’ll begin with a meet and greet so your dedicated Roscoe Village walker can learn everything about your dog before the first walk—their routine, quirks, and pet’s needs. From there, you’ll have transparent pricing, clear communication, and professional pet care services backed by a team that genuinely loves animals. Whether you need daily walks or in-home cat sitting, you’ll have peace of mind from the very start.
What Your Roscoe Village Neighbors Are Saying
“Every single person we’ve interacted with from Windy City Paws has been amazing. The walkers are kind, communicative, and completely trustworthy. We’ve used them daily since we moved to Roscoe Village.”
– Ellen F., Roscoe Village
“Our dog loves her WCP walker—and so do we. The notes after each walk are a nice touch, and I always know she’s in good hands when I’m at work.”
– Brian M., Roscoe Village
“We were nervous about using a dog walking service, but Windy City Paws quickly won us over. They’re incredibly professional, responsive, and clearly love what they do.”
– Jenna K., Roscoe Village
Still have questions? Call us at 312-473-6466—we’re happy to help!