Dog Walkers & Cat Sitters in Wicker Park, Chicago
Zip Code: 60622Between North Ashland Avenue and North Western Avenue from West Augusta Boulevard at the south boundary to West North Avenue at the north boundary.
Dog Walking & Cat Sitting Services in Wicker Park
Wicker Park is one of the city’s most eclectic and energetic neighborhoods and it’s just as exciting for dogs as it is for their humans. From tree-lined streets to bustling outdoor patios, this area is packed with places for your furry friend to sniff, explore, and enjoy. That’s why Windy City Paws has been the trusted choice for Wicker Park pet parents for over a decade, offering professional pet care from a team of true animal lovers.
Our pet care services cover the 60622 zip code, from Augusta Ave to Armitage Ave (south to north) and from Ashland Ave to Western Ave (east to west). Whether you live in a vintage walk-up or a new development off Milwaukee Ave, our Chicago dog walkers have got you covered with consistent, caring, and customized support.
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 8:00 am and 5:00 pm, with consistent days and times each week (for example: Monday, Wednesday, Friday from 11:00 am–1:00 pm). Your dog is matched with a dedicated walker based on their personality, energy level, and pet’s needs—so every walk feels familiar, safe, and tailored just for them. This is the best option for Wicker Park dog owners who want reliable, recurring pet care from the best dog walkers in the neighborhood.
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 ideal for occasional coverage, shifting routines, or extra support when plans change week to week. While we can’t guarantee the same day and time for every visit, your furry friend will still receive the same professional one-on-one attention, real-time visit updates, and trusted Chicago dog walkers who know Wicker Park’s streets and best walking routes.
Cat Sitting Services
In addition to dog walking, Windy City Paws provides in-home cat sitting visits for Wicker Park cat owners. A trained cat sitter comes directly to your home, no boarding, no travel, so your cat stays comfortable in the environment they know best. Each visit includes feeding, litter box cleaning, enriching playtime, and a full visit recap to keep you in the loop.
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 dedicated sitter who learns their personality and routine, delivering the kind of consistent, caring pet care that keeps your cat relaxed and happy day after day.
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 and 5pm. Evening if desired: 5 pm–8 pm.
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. It’s one more reason Wicker Park pet parents consider us the best dog walkers for their furry friend.
Learn more about Fear Free Certification.
Why Wicker Park dog owners choose Windy City Paws
✔ One-on-one dog walks tailored to your pet’s routine
✔ Real-time updates with GPS tracking and photo reports
✔ Friendly, background-checked, bonded, and insured walkers
✔ Seamless scheduling and helpful support from our office team
✔ Long-term consistency with the same walker whenever possible
No matter your schedule, we’ll make sure your dog gets exercise, enrichment, and care while you’re at work or away.
How to Get Started
Getting started is simple. We can set up a meet and greet so your dedicated Wicker Park walker can learn everything about your dog like their routine, personality, and pet’s needs, before the first walk. From there, you’ll have transparent pricing, clear communication, and dependable pet care services with a team that truly cares. Whether you need daily walks or in-home cat sitting visits, you’ll feel confident your best friend is in great hands from day one.
What Your Wicker Park Neighbors Are Saying
“WCP is amazing. I used them for nearly two years and never once had a negative experience. Everyone is kind, thorough, and truly cares about the dogs.”
– Alicia R., Wicker Park
“They were always on time, super communicative, and our pup loved her daily walks. I always felt 100% confident that she was in good hands.”
– Greg W., Wicker Park
“After trying a few other companies in the area, I’m so glad we found Windy City Paws. They’re organized, responsive, and their walkers genuinely love dogs.”
– Jasmine L., Wicker Park
Still have questions about our Wicker Park dog walking service? Give us a call at 312-473-6466. We’d love to talk through your dog’s needs.