Dog Walking Chicago
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 8,948 pet parents in Chicago have booked dog walking
Chicago, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I have a reactive dog and Angela was very understanding of the situation. I did my best to provide directions, so that and her experience with reactive dogs made it so taking out my dog was a breeze. Definitely will be booking Angela in the future!”
“Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.”
“Stephanie walked my dog while we were on vacation. She was very communicative the entire time and was still willing to help out even when she was sick. Would use Stephanie again!”
“Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.”
“Ryann was great with our puppy who has tons of energy and can be a handful at times! She sent plenty of updates and was very respectful and responsive in communications. Definitely will book again!”
“Kim did a fantastic job handling and walking my very active yellow Labrador. She was very friendly, communicative, prompt and she followed some of the direction we had left her. Really appreciated her last minute help in caring for our dog! Highly recommend”
“Katie is amazing! I have used her both to board my dog, Leo, and to take him on walks! She’s so kind, flexible, and great at communicating. She sent lots of updates and cute pictures while I was away, which made me feel totally at ease. Leo came home super happy and clearly loves her! I’ll definitely keep booking with her in the future — can’t recommend her enough!”
About: I have taken care of friends and clients dogs. The longest I watched a dog was 2 weeks. She is an Australian Shepherd and Boxer mix (high energy and very smart). Others breads I have taken care of are Doberman, Labradoodle, French Bulldog, Pit Bull, and Bulldog. Long walks and playtime are no biggie! Just a note, my household is just me and my boyfriend. I wake up at 6:30-7am, go on a walk, breakfast, play time, snack, nap (if needed, walk or play, relax, and dinner. I adjust to the needs of the dog, especially with physical activity. I am comfortable with high energy and low energy dogs. They will get a lot of love and encouragement the whole time. I live in a condo in a 12 story building. It is a dog friendly building with fenced in a play area. It is small but an easier way for any dog that needs to be let out. There are a couple of dog parks to walk to but can avoid and just walk if that is more comfortable for them.
“Teddy finished his first week with Sonya & Bobby. He let his hair down as usual and was his goofy, snotty self. Hats off to you guys for giving Teddy a chance. He needs the walks & attention. You are so professional & pleasant. You must love dogs because Teddy is hard to reach. But he's happy.”
“We are very grateful we found Mike! He is great with our two large dogs and has worked hard on keeping us updated on their walks, and working with them on listening better while walking. He is very responsive and respectful of our home, and we look forward to working with him again.”
“Colin was great with Milton! He took him on a nice long walk that Milton loved. Colin was super responsive and thorough in his walk report. I will be contacting him again!”
About: I’ve taken care of dogs ever since I was a young kid. When I was in college, I cared and trained a puppy to its adult years all by myself! He is now 6. I am a professional in Tech that is fully WFH! I am looking to work around my flexible schedule to spend time with your pet. I will always treat your home with respect and leave it the way it was before I got there. I have walked many kinds of dogs as well.
“Leila is fabulous! We need a last second walk for our pups. She came to our house to get the pups. Our friend that was there earlier in the day left the leashes in the wrong place and Leila was patient enough to search for them. It delayed her walk quite a bit but she didn’t shorten their walk. She took great care of our pups and gave them treats. Her report was thorough and detailed, which helped alleviate any worry I had for our pups. Thanks Leila!”
“Victoria was able to be there for my puppy when I needed her in a pinch! I’m so grateful for her! She was great with him during a busy season of my life! Thank you Victoria!!”
“It was a pleasure working with Chauntrell to walk my boy! I received great progress pics and solid communication during the process. I appreciate knowing my son was well taken care of while I couldn’t be home. Thank you, Chauntrell!”
About: I’ve taken care of cats and dogs for the past 7 years. I’m currently the go to cat and dog sitter in my apartment building! I am trusted to handle a pet’s feedings, walks, and playtime. I work full time, Monday through Friday, 9-5. After work and on the weekends I love to take a break to hang out with furry friends! It’s important to me that your pets are well loved and cared for! I follow pet owner’s care instructions carefully to ensure pets and their parents are happy!
The median cost per walk for dog walking in Chicago is $20
Dog parents share their Rover experiences - Chicago
At the risk of losing her to another client, I will say that Jenna did an amazing job with my anxious and reactive pit! I was dreading leaving her alone for a few days but Jolene took to Jenna's vibe right off the bat and it worked out beautifully. Jenna went above and beyond and was able to accommodate us when we found ourselves stranded in another state for a couple more days. We will definitely be coming back for more walks and pet sitting.
Fatimah was an absolutely wonderful walker for our Bobby. It was apparent from our meet and greet that she loves and has great experience with dogs and truly gives care to the animals she works with. She’s prompt, communicative and great with our quirky little guy. Will absolutely use her again!
We absolutely loved having Eunice as Milo's dog walker! She is truly the best. Milo adored her! He would sit by the door and stare, waiting for her to arrive, which says everything about how much he loved their time together. We were working hard on his reactivity, and I really appreciated that she consistently followed the training techniques and commands we had been using. Having that continuity made such a difference in his progress. She was always incredibly flexible, thoughtful, and reliable, and her detailed reports after every walk were something I genuinely looked forward to reading. I couldn't recommend her more highly!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Chicago
Select a filter and find qualifying sitters offering dog walking.Sitters in Chicago average 4 repeat dog walking clients
FAQs for Dog Walking - Chicago
Frequently asked questions about Rover
The average cost for Dog Walking in Chicago on Rover is $22.2 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of August 2026, there are 12,534 sitters on Rover offering Dog Walking across Chicago. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Chicago. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chicago.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Chicago. On Rover:
- 91% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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