Dog Walkers & Cat Sitters in South Loop, Chicago
Zip Code: 60605Between South Clark Street and Lake Shore Drive from West 18th Street at the south boundary to West Congress Parkway at the north boundary.
Between South Clark Street and Lake Shore Drive from West 18th Street at the south boundary to West Congress Parkway at the north boundary.

From the Museum Campus to Grant Park and every quiet street in between, South Loop offers plenty of room for your dog to stretch their legs and enjoy the outdoors. Windy City Paws has been walking dogs in this historic neighborhood for over a decade, and we know all the best routes—and all the wagging tails along the way. As dedicated pet parents ourselves, we treat every furry family member like our own.
We serve dog owners in the 60605 zip code, with coverage from Congress Parkway to 18th Street (north to south) and from Clark Street to Lake Shore Drive (west to east). Whether you’re in a high-rise, townhome, or loft, our team is close by and ready to provide the pet care your furry friend deserves.
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). Each Chicago dog owner on a daily schedule is matched with a dedicated walker who gets to know your dog’s personality, routine, and pet’s needs from day one. This is the best option if you need reliable, recurring pet care services in the South Loop.
Learn More About Daily Walk Pricing
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 care, detailed real-time visit updates, and trusted Chicago area dog walkers who know the South Loop inside and out.
Windy City Paws also provides cat sitting services for South Loop cat owners—in-home visits that bring professional cat care directly to your door. No boarding, 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 family member is in good hands.
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 8am–5pm. Evening if desired: 5pm–8pm.
Your cat will be paired with a dedicated team member who gets to know their personality and routine, delivering consistent cat care that keeps your cat comfortable, engaged, and happy every weekday.
Our periodic cat sitting visits are designed for vacation pet care—a trained cat sitter comes to your home while you’re out of town, so your cat stays in their safe, familiar environment rather than a boarding facility. Periodic cat visits occur between 8am–5pm. Evening if desired: 5pm–8pm.
Learn more about Cat Sitting Pricing
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 front and center while you’re away, giving South Loop pet parents an extra layer of confidence in every visit.
Learn more about Fear Free Certification.
Whether your pup prefers a stroll by the lake or a quick potty break, we’ll tailor our visits to keep them happy, healthy, and well-exercised—so you can go about your day with complete peace of mind.
Getting started is easy. Once you sign up, we’ll set up a meet and greet so your dedicated South Loop walker can get to know your dog’s personality, habits, and routine before the first walk. From day one, you’ll have clear communication, detailed visit updates, and dependable pet care services—with a friendly team member just a call away. Whether you need daily walks or flexible cat sitting visits, we’re here to make sure every member of your furry family is in good hands.
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“WCP was a lifesaver when we moved to the South Loop. Their team was incredibly responsive, and our walker was so consistent and caring with our anxious rescue pup. I never had to worry.”
– Michael S., South Loop
“We’ve used Windy City Paws for two years and can’t say enough good things. Their tech makes everything easy and their walkers clearly love the dogs.”
– Daria K., South Loop
“We’ve lived in three different neighborhoods and stuck with WCP through all of them. South Loop is busy, but our walker always makes sure our dog is safe, relaxed, and gets the attention she needs.”
– Jonah P., South Loop
Still have questions about our South Loop dog walking services? Give us a call at 312-473-6466—we’re here to help!