Streeterville Dog Walking & Cat Sitting Services
Zip Code: 60611Between North Michigan Avenue and North Lake Shore Drive from East Randolph Street at the south boundary to East Lake Shore Drive/East Oak Street at the north boundary.
Streeterville Dog Walking & Cat Sitting Services
Professional Dog Walking & Cat Sitting in Streeterville
Life in Streeterville moves fast, but that doesn’t mean your pup should miss out on exercise and companionship. Windy City Paws is proud to serve this lakefront neighborhood with reliable, one-on-one dog walking services tailored to your schedule and your dog’s needs. Our team of animal lovers brings the same dedication to every visit—so your furry friend gets the attention, exercise, and socialization they deserve, even on your busiest days.
We provide pet care services throughout the 60611 zip code, from Michigan Avenue to Lake Shore Drive and from Chicago Avenue to the Chicago River. Whether you’re in a high-rise overlooking the lake or a quieter residential block, our Chicago dog walkers are ready to support your routine with top-tier care and genuine peace of mind.
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). Our best dog walkers are matched to your dog based on their personality, energy level, and pet’s needs, so every walk is consistent, caring, and built around your dog’s routine. This is the best option if you need dependable, recurring professional dog walkers in Streeterville.
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 professional dog walkers committed to walking dogs with the same attention and skill as any daily client, detailed real-time visit updates with notes and photos, and the same trusted standard of pet care Streeterville clients count on.
Cat Sitting Services
We also offer in-home cat sitting visits for Streeterville cat owners, no boarding, no travel stress, just caring visits in the comfort of your cat’s own space. Each visit includes feeding, litter box cleaning, enriching playtime, and a visit recap so you always know how your cat is doing. It’s pet care designed around your cat’s comfort and well-being because we believe every pet deserves the best care, whether they’re a dog or a cat.
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.
Your cat will be paired with a dedicated cat sitting professional who gets to know their personality and routine—building the kind of bond that makes every visit feel familiar and comfortable.
Periodic Cat Visits
Our periodic cat visits are designed for vacation pet care, sending a trained cat sitter to your home while you’re out of town, so your cat stays in their safe, familiar environment instead of 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 dog’s well-being and your pet’s needs front and center while you’re away.
Learn more about Fear Free Certification.
Why Streeterville pet parents trust Windy City Paws:
- ✔ Same trusted walker every day
- ✔ Real-time GPS-tracked walks with notes and photos after every visit
- ✔ 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 in business for over 16 years
We’re proud to be one of Chicago’s top-rated pet care services, and Streeterville is one of our favorite places to walk. We also serve surrounding neighborhoods like River North, Gold Coast, and the Loop. If you’re unsure if you’re in our service area, just reach out; we’d love to chat.
How to Get Started
Getting started is easy. Once you sign up, we’ll pair you with a dedicated Streeterville dog walker who matches your dog’s personality, energy, and schedule. From day one, you’ll get clear communication, detailed visit updates, and dependable service. 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 pet care and peace of mind from the very start.
View Services & Rates Schedule a Meet & Greet
What Your Streeterville Neighbors Are Saying
“I work long hours and was worried about leaving my dog alone all day. Windy City Paws has been a lifesaver—punctual, professional, and so loving to my pup.”
– Meagan G., Streeterville
“The reports and photos after each walk are awesome. I feel so much better knowing how the walk went and that my dog is in great hands.”
– Brian K., Streeterville
“Living in a high-rise, I thought logistics would be a hassle, but they’ve made everything smooth. My walker is reliable and kind—my dog adores her!”
– Tara L., Streeterville
Have questions about our Streeterville dog walking services? Call us anytime at 312-473-6466. We’d love to help!