Trusted Since 2009
Windy City Paws has been providing dog walking services in Chicago since 2009. Our Owner and Founder, Katie, started by walking all dogs herself. Today, we are proud to have an office staff of seven supporting approximately 60 dog walkers and hundreds of clients throughout the city.

  • More than 250,000 dog walks since 2009!
  • Chicago Reader’s Best Dog Walker 2017-2019
  • 5-Star Rated Google/Yelp

Well-Trained Dog Walkers

  • Background Checks
  • Paws First Training Program
  • Fear Free Certified Office Staff

Reliable Service Built on Communication

Detailed Service Recaps


  • Free Meet and Greet
  • Individualized One-on-One Attention
  • GPS Verification
  • Real-Time Photo Visit Report
  • Online Scheduling

We Put Paws First


Your dog’s safety comes first. We don’t take chances on dog walks. No off-leash play, no interacting with other dogs, and no unnecessary risks, period. Not because we don’t value doggy socialization but because we can’t fully be in control to ensure your dog’s safety in social situations. Your dog means the world to us, and we take safety seriously.


Your dog’s happiness matters a lot. Not only do our walkers provide much needed potty breaks and exercise, we’re there to give our clients 30 minutes of love and happiness as well. Belly rubs, treats, and positive reinforcement are all part of our walks.


In Chicago, sometimes it rains, or snows, or does both at the same time somehow. If your dog loves to roll around in the snow and that’s fine with you too, we’ll be out there too. If not, we can go outside for half the amount of time and then play inside for the remainder. Our walkers are on the job to keep your dog happy and comfortable, not the other way around.