South Loop Dog Walking & Cat Sitting Services

south loop dog walking service

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.

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). 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.

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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 care, detailed real-time visit updates, and trusted Chicago area dog walkers who know the South Loop inside and out.

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Cat Sitting Services

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 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 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.

Periodic Cat Visits

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

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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 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.

Why South Loop dog parents choose Windy City Paws

  • ✔ Consistent, GPS-tracked walks with photo and note after each visit
  • ✔ Background-checked, bonded, and fully insured walkers
  • ✔ Flexible scheduling to match your daily needs
  • ✔ Real humans available 7 days a week to support you
  •  Personalized service tailored to your pet’s needs

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.

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How to Get Started

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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What Your South Loop Neighbors Are Saying

“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!

We also serve these additional neighborhoods for dog walking: