Dog Walkers & Cat Sitters in Andersonville, Chicago
Zip Code: 60640, 60660Between Ravenswood Avenue and North Broadway from the south boundary of Winnemac Avenue to Victoria Street at the north boundary.
Dog Walking & Cat Sitting Services in Andersonville, Chicago
From the dog-friendly patios on Clark Street to peaceful strolls through Winnemac Park, Andersonville is one of the most walkable and welcoming neighborhoods in Chicago—for people and pets alike. At Windy City Paws, we’ve been walking Andersonville dogs for over a decade, and we know every quiet side street and familiar bark on the block.
Whether your pup prefers long sniff sessions, structured walks with training reinforcement, or just a little midday love, we’re here to help them thrive. We serve pet parents throughout 60640 and 60660—from Victoria Street to Winnemac Avenue, and Ravenswood Avenue to North Broadway. Wherever you are in Andersonville, we’re just a few steps away.
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). This is the best option if you need consistent weekly professional dog walking.
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, you’ll still receive the same professional dog walkers, detailed visit updates, and trusted Chicago dog walkers.
Cat Sitting Services
Daily Cat Visits
Daily cat 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.
Periodic Cat Visits
Our periodic cat visits are intended for you to use as vacation care while you are out of town. Instead of boarding your cat or relying on friends or neighbors without cat care experience, let us help! We’ll send a trained cat sitter to your home, where your cat is most comfortable and in their safe environment.
Periodic cat visits occur between 8am-5pm. Evening if desired: 5pm-8pm.
Lear more about Cat Sitting Pricing
Free 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 walk—especially for dogs who are nervous, shy, or sensitive to new environments. Fear Free practices keep your dog’s well-being and your pet’s needs front and center while you’re away.
Learn more about Fear Free Certification.
Why Andersonville Dog Owners Choose Windy City Paws
- ✔ Same trusted walker every day
- ✔ Real-time GPS-tracked walks with notes and photos
- ✔ Fully insured, bonded, and background-checked staff
- ✔ Flexible scheduling and transparent pricing
- ✔ Friendly support team available seven days a week
- ✔ Voted best dog walkers by Chicago Reader and we have been in business for over 16 years
We’re proud to be one of Chicago’s top-rated dog walking services—and Andersonville is one of our favorite places to walk. Want to learn more?
We also serve surrounding neighborhoods like Edgewater, Uptown, and Ravenswood. If you’re unsure if you’re in our pet care service area, just reach out—we’d love to chat.
How to Get Started
Getting started is straightforward. Once you sign up, we’ll pair you with a dedicated Gold Coast dog walker who matches your dog’s needs, routine, and neighborhood. From day one, you’ll get clear communication, detailed visit updates, and dependable scheduling. If you’d like to meet your walker ahead of time, we can set up a meet and greet. Either way, you’ll have reliable care and peace of mind from the start.
What Your Andersonville Neighbors Are Saying
“Jay R. — I can honestly say this service is one of the best I have used hands down to take care of my two cats and administer medication when I was out of town. Their attention to detail, thoroughness, and daily updates are a stellar example of what customer service should look like. Highly recommend.”
“Michelle H. — From the beginning, I was impressed with their professionalism. Gavin, our walker, took extensive notes on Olivia, our aging Lab with mobility issues, and uses her support harness correctly every time. I couldn’t be happier with Windy City and Gavin—so grateful for their attentive care.”
“Hollis H. — We recently hired Windy City Paws to care for our two Bombay cats while abroad. From the intake process to the personalized daily photo updates, everything was seamless. Valerie was loving, attentive, and professional—we came home to two happy, well-cared-for cats!”
Still have questions about our Andersonville dog walking services? Call us at 312-473-6466—we’re happy to help!