Get Quotes Contact Us Sign In
Website
Call
Windy City Dog Walkers Windy City Dog Walkers has been serving Chicago since 2002. We offer daily dog walks, cat care, and pet sitting with an emphasis on personal attention to meet any of your dog walking or pet care needs. We provide the same dog walker every day to ensure the best possible service and consistency for each client. Learning a new trick or practicing sit, stay and come, our goal is to use a consistent routine and commands. Report Cards - Pictures, descriptions, and a task completion check list are sent after every service and saved in your account.
Services
Windy City Dog Walkers offers dog walking and pet care services in many Chicago neighborhoods. We are licensed, bonded and insured and have been dedicated to the highest level of professionalism in pet care since 2002. Our walkers are experienced animal lovers and excited about working one on one with your pet.
At Windy City Dog Walkers our goal is to be your ideal pet care service. We strive to make our clients lives easier and keep their pets happy and healthy. WCDW believes in one on one care and provides the same dog walker every day for the most consistent service possible. Dogs in our care are never pack walked with other client's pets to ensure safety and a personalized service for each client.
Please use the sign up form to request service. New clients will have the opportunity to meet their potential dog walker prior to the first day of service. An initial onboarding call is used to gather detailed information on caring for your pet and home followed by the meet and greet with your daily walker. Current client please login to add/cancel walks, view and print statements, and update account information.
Reviews (26)
Write a Review
Alyssa K.
Jun 17, 2022
WCDW impressed me from the first email inquiry I made with their quick response and clear communication! I had a meet & greet scheduled with our dedicated walker within 24 hours of initially reaching out and everything has been smooth sailing since. Their costs are reasonable especially given the flexibility they provide with booking and the fact that it is the same walker every time with very few exceptions.

The app is also easy to use and I appreciate getting the push notification to my phone when the walk is over to see the great pictures and notes they send : Thanks WCDW and keep it up!
Karin L.
Jun 07, 2022
Our dog loves his Windy City dog walker! They schedule same person every time, and are very transparent about replacements through the app/email communications, which has been a wonderful solution for us - especially as our dog struggles with fear-based reactivity to some strangers as of late. They even offer a meet/greet before committing, which is great, and the price is very reasonable. Highly recommend!
Ryanne B.
Jun 02, 2022
Windy City Dog Walkers is awesome I had gotten a puppy in January and my colleague recommended them as I started needing to go into the office more. I am so happy that I signed up and now use them. Michael walks Rory and he provides the most awesome updates that make my day! I know Rory looks forward to seeing him. Totally safe and reliable! Also reasonably priced!
Melissa Pastoressa
May 30, 2022
I love Windy City Dog Walkers! When my dog Rocky and I moved to Chicago from Ohio, he had a tough time adjusting. From the beginning, the owner Tony and the manager Dominic were so great about helping Rocky transition to city life. They worked with me and provided many tips and tricks to help Rocky, all of which helped! They were so very knowledgeable about dogs and how to care for them and dedicated to helping Rocky find the right dog walker.

They provide the same dog walker every day which was really important to me and the consistency really helped my dog feel comfortable. Rocky loves his dog walker Robert, they have a great time and rocky is always so happy! The app they use is great, it allows Robert to give me daily updates (and photos!) on Rocky, easy to communicate with them, allows me to schedule new walks or change them.

I am truly so happy I found them and trust them to take care of my dog. I highly recommend them to anyone who's looking for dedicated and caring dog walkers. I have been using them for 8 months and it's just been the best!
Ryanne Bruns
May 28, 2022
I recently got a puppy and needed to start going into the office more. I was recommended Windy City Dog Walkers by a colleague of mine and I instantly signed up. Ever since then I have been very pleased with the services. Our dog walker Michael loves Rory and provides the most awesome updates. Makes my day when I have her walked and see how much fun they had.
Michelle Rakestraw
May 14, 2022
We love Windy City Dog Walkers! Michael takes such good care of our dog Frank, and Frank loves Michael. We love getting updates through the app after each walk. They also are always extremely prompt in replying to questions or scheduling changes. We are so happy we found them!
Amy V.
May 05, 2022
The best! The office is super responsive if you need to add/delete a walk etc. This is my first time using a dog walking service and I was kind of nervous cause my dog is shy, but now him and his walker are BFFs! Reasonably priced as well.
Jocelyn H.
May 03, 2022
We've used Windy City Dog Walkers for about a year and they are wonderful! They are super flexible, responsive, clear on policies and have great dog walkers. Our dog can be a little finicky with people and other dogs alike and they are so good at handling him appropriately. We've also used them for overnights - everything was clean and tidy and our pup got tons of walks and snuggles. Highly recommend!
Julie Peters
Apr 17, 2022
We struggled to find a dog walker as we started to return to the office earlier this year. Windy City Dog Walkers made our transition back to the office easy for us and our pups. When I put in my inquiry the office manager called right away and quickly put us on the schedule. Our current walker is amazing and our dogs love her. We are happy to be part of the Windy Cidy Dog Walkers family!
Danielle C.
Apr 06, 2022
We started a month ago with Windy City Dog Walkers and they are terrific. The onboarding process was thorough but efficient, communication with the company has been excellent both live and via the app, and our dog walker seems to really enjoy walking our dog, rain or shine.
Cat B.
Apr 04, 2022
We just started using Windy City Dog Walkers a few months ago, but we are really pleased. They came highly recommended by our neighbors who used them and we were not disappointed. Their response to my initial inquiry was quick, they asked thoughtful questions and learned about our dogs, and connected us with Maureen O, who is awesome! It is so nice to have the same dog walker consistently who has gotten to know our dogs well.

That was important to us. The prices are reasonable and they use an app that helps streamline connecting with our dog walker as well as with the office with questions, cancelations, scheduling, etc. I would highly recommend them to anyone looking for dog walking services.
Jessica Schroeder
Mar 14, 2022
Windy City Dog Walkers made it easy for us to transition to Chicago! They quickly respond to every message, can adjust your schedule when needed, and the app is easy to use. I get a report every walk with a picture. My walker Nick loves my boys and always has a great story to share on the walk! I really appreciate that the same walker comes each time, one of my guys has a lot of stranger danger. Highly recommend!
Gabrielle Y.
Mar 11, 2022
Windy City dog walkers is a really great service. We have used them for walks as well as out of town stays. Our dog loves her regular walker Tom and we love that she gets the same walker almost every day that we are comfortable with and know she is too. They are extremely reliable, always ensuring we are covered even if Tom is not available one day.

We get frequent updates and pictures and a report after every walk and like 5 times a day when we used them as a sitter. They are reliable, professional, local, and just a great company! Lily our pup would agree!
Kevin A.
Mar 07, 2022
I have been using WCDW for about 6 months now. Their communication is great and the dog walker is extremely friendly. They have also been extremely accommodating when I need to cancel or need to add a last minute walk. I can't recommend Windy City Dog Walkers enough, our pup loves them!
Melissa S.
Mar 04, 2022
I've been using a dog walking service for years in the city, but recently moved and found WCDW in my new area through reviews. It has always been important to me to have a consistent walker, compared to some of the other bigger app services out there, and WCDW has been great about consistency. I really appreciate the ease of scheduling in the app, and the pictures and walk updates!

I had some issues with broken keys and building access one week and I was so appreciative of my walker and the management staff being flexible as these inconveniences popped up and helping find solutions. Would definitely recommend!
Emma B.
Mar 03, 2022
Windy City Dog Walkers is great! Ania did an amazing job with our big Newfoundland and was great at communicating/updating us daily. This company is quick to respond and very accommodating. We treat our dog like a family member, so it was quite nerve racking to be leaving him with a stranger but Windy City's communication and care for Henry put our nerves at rest. Thank you Ania!
Marc L.
Feb 25, 2022
My other Dog Walking Agency left me with little unexpected notice. I wasn't going to use another agency, but decided to try one more time. Windy City Dog Walkers has been a great help and is much appreciated. Their prices are very reasonable compared to others. Thank You for all you do.
Rachel H.
Feb 04, 2022
Windy City Dog Walkers is wonderful! I ended up choosing Windy City based on reading reviews from other clients, and I am so happy I did! They are extremely professional and thorough. We are so happy with our dog walker, Mackenzie. She always leaves detailed feedback regarding each walk. I know my two boys are in excellent hands with Windy City!
Emily Neumark
Jan 30, 2022
I cannot say enough good things about this business and especially our walker, Mackenzie. Our behavioral vet suggested we stop sending our pup to daycare because he was picking up some bad behaviors, so we did not know what to do. The whole on-boarding process with WCDW was easy and pain free. They listened to all of our dogs issues and paired us with the perfect walker who came to meet our dog before moving forward.

I feel SO good knowing Mackenzie is walking our dog every day and have zero concerns. The reviews from each walk make my day and I just feel so lucky to be a client of WCDW. Thank you!
Lydia
Jan 07, 2022
Hands down the best dog walking company in Chicago. They are extremely flexible and understanding with changes to walks. The walker that comes is very responsible and polite. Would recommend them to anyone that is need of a dog walker. Love that they are a local business as well!
Jordyn Beck
Dec 31, 2021
Windy City Dog Walkers has been such a wonderful experience! They are responsive, flexible, and my dog absolutely LOVES her walker. Scheduling and communicating through their app is incredibly easy. Would recommend this service to anyone needing a walker in Chicago.
Jasmine S.
Nov 21, 2021
I've been using Windy City Dog Walkers for over a month now and have been extremely impressed by the flexibility, ease and convenience of their service. Pepper is a 3 1/2 month puppy so I was naturally very anxious about leaving her while at work. It was very comforting to receive pictures of Pepper on her walk and to see that she was being cared for. Highly recommended!
Caro Rodriguez
Nov 13, 2021
Windy City Dog Walkers has been a life saver! I am definitely what you would call an overprotective dog mom and spent hours researching the best dog walking service I could find that is also affordable. I am so happy I found Windy City! They are responsive, professional, and extremely reliable! The best part of this service is that you are scheduled to have a consistent walker, which is great for dogs who get nervous around new people. My pup loves going on his walks with his walker Taylor! I could not recommend this service enough!
Josh H.
Oct 21, 2021
Omg this company is amazing! When I first got my golden retriever puppy Logan I was super nervous to leave him with walkers when I went to work, but my Fiance and I are both teachers so our summer had to come to an end at some point. I had it all planned out, I was going to use Wag/Rover and have a long term sitter. My first sitter got COVID and my second canceled last minute so I was left doing on demand walks which was a real pain.

Not ever meeting the person who was going to take care of my dog and having to find a new person each day. Then I switched to Windy City Walkers. There rates were cheaper and I got to meet our Walker, Adam, before ever paying for a walk. Adam and Logan get along beautifully and Adam always sends the best pictures. Probably some of the best pictures of Logan on my phone even though there are thousands that I took!

Over all I really appreciate the walkers that have worked with Logan and the Owner Tony. They are incredibly flexible and always can cover a late night or weekend walk. Please give them a try!
Eric R.
Oct 13, 2021
I reached out to Windy City Dog Walkers as I prepared to return to the office a few days a week and they have been extremely attentive and accommodating with me and my greyhound. The communication throughout the on-boarding process was very thorough and you can tell that they really care about your dog. I always look forward to the post walk recaps and the great pictures that my walker takes.

The app and website are very easy to use; scheduling walks and paying invoices is seamless. Everyone at Windy City Dog Walkers has gone above and beyond my expectations and I would recommend them to anyone that needs a dog walking service!
Lauren F.
May 27, 2021
Matt and Windy City Dog Walkers are amazing! It's been one of the best experiences with a dog walker. I moved to Lakeview a year ago and had to find a new walker that serviced the area. My dog is anxious and territorial, so it's stressful finding someone new for her. Tony, the owner, personally chatted with me to get the best understanding for my dog and how they could help in addition to taking her on a walk every day during the week.

My walker, Matt, came over for a meet & great once I moved in and jumped right in and was so patient, calm, and sweet with my dog - providing updates and pictures during his visits. After a few days of letting my dog warm up to him coming around regularly, they clicked! Windy City Dog Walkers uses an app to make messaging, scheduling, and payments easy.

After each walk, Matt sends an update on how the walk went along with a photo or two. They're responsive, communicate well, and genuinely care for the pets they walk. They're open to help continue any training that you're working on which is nice too. I highly recommend them!