Dog Walking Little Chicago
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 1 pet parents in Little Chicago have booked dog walking
Little 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.

“Kayla was great. Was on time, took the pups on a nice long walk, sent a few pictures, and communicated with me when she picked them up and dropped them off. Will definitely be reaching out for here services again.”

About: I currently work at a dog kennel so I have lots of dog experience! I have also had dogs my entire life from big Labs to chihuahuas! I currently go to school for 2 hours in the morning so my schedule is very very open. I am also only working part time. I crate all of my dogs so that is not and issue for me! I also have experience with food aggression and lots of different types of reactivity.

About: please, call me jess!! i had a senior cat that i loved dearly for five years. he was diagnosed FIV so i have knowledge on that, as well as administering oral medications. my parents also run a cat rescue down in florida! when i lived with them we had 6 pets, including 4 dogs and 2 cats (not counting the strays i secretly fed haha) so i also have experience with a variety of dog sizes! i work part time currently so i have plenty of free/spare time! i would love to fill that time taking care of animals, whatever it may be Although i live in an apartment building, i can make sure your pet has a safe, fun and loving environment to be in! : )
About: We are a cozy, warm, loving family of four who love animals! I (Jenny) rescued my first dog, Summit-a black lab mix many years ago. He was with us over 14 years and we loved him so much! We just recently adopted a kitten a little over a year ago. She is a tuxedo house cat named Smokey. Drop-in visits and dog walking are what we are able to offer as of right now. We may bring boarding back into the mix when Smokey is a bit older. Jenny works part time and has time for drop-in visits as well as dog walking. If allowed by the pet parents our kids (10 and 12) would also love to help out! We play with Smokey in our home with balls, springs, socks! I am happy to pet and play with your pet. Feed, let out, clean litter boxes, and taking leashed dogs for walks.
“Kaitlyn did an amazing job with Kylo. She kept us updated and took so many great pictures of him while we were gone. It kept our mind at ease and was one less thing we needed to worry about while on vacation. Would highly recommend her for all your dog walking and dog sitting needs :)”

About: I have had 4 dogs of my own and have taken care of lots of friends and families pets. I have taken care of pets of all ages and breeds. I am currently working part-time. I am home from college and I have very flexible hours. I am able to work weekdays and weekends! I will take care of pets with fences or no fences. I will watch them outside and make sure they don’t get into anything in the house!
About: I’m a remote worker who has been lucky enough to love and care for my own cat, dog, hamster, and horse, as well as numerous other critters in kennels, barns, and animal shelters. I work remotely, so my time is very flexible. I’m happy to drop in for a visit or walk any time of day, rain, blizzard, or shine! I live in a quiet house with an eleven-year-old Miniature Schnauzer who loves playing tug-of-war and snuggling with his furry buddies. When I’m working with a pet, I always play off of the animal’s behavior and respect their boundaries. The health, safety, and cleanliness of your pet are my top priorities.
“Robyn is beyond great with my dog! We started with a meet and greet walk that went very well but after my dog was shy without me there. Robyn was very good at helping Trusty warm up to her! She is always open to suggestions when it comes to me and my dog's needs. Now Trusty absolutely adores her! She's always very punctual, takes good pictures,and leaves good notes on her walks. When she isn't able to walk my dog, she has notified me far earlier than what I expected. I leave for work at 5:00 in the morning and I've had time to readjust before I leave. Hopefully recommended!”


About: I have 3 years of pet sitting experience caring for dogs, cats, fish, and lizards. I grew up around animals and currently have 2 dogs, 2 cats, and farm animals, so I’m very comfortable with different personalities, sizes, and routines. I’ve cared for up to 3 dogs at once and have experience with pets ranging from puppies and kittens to senior animals (dogs 1–14 years old, cats 1–17 years old). I’m also comfortable administering medications since my own pets require them. Experience with breeds ranges from English Mastiffs to small terriers. I currently work part time, so I will have plenty of time to spend with your pets! I am free most days of the week, and have a very flexible schedule. I make sure to treat not only your pets, but your property with respect and privacy. Your pets safety and happiness is one of my main goals with all of my visits.
About: Hi there! My name is Teresa! I have a family that absolutely loves dogs and is thinking about adding another pup to our household and thought this would be a good way to see if it would be a good fit for our family! My husband and I and our four kids(13, 11, 6, 5) have had our current dog for 7 months and had adopted a rescue prior to that that we had for almost a year! We both had dogs growing up so this is such an important thing we want to teach our kids! We love to take our dog on walks and we absolutely love to play with him in our house, and we can’t wait to do the same with yours! Our fenced in yard offers a great place for dogs to be able to run and have so much fun! Please reach out if you have any questions, our schedule can be quite flexible depending on your needs!
About: I grew up with 3 dogs. We had 2 Maltese and a golden retriever. I groomed them, sometimes gave them hair cuts. I also trained them as puppies! I am super flexible when it comes to schedule. I work full time, but am able to work from home or play with your on my lunch break I have a fenced in yard and 2 very friendly cats. I also live right next to a huge field that dogs would love to run around at!
About: I have loved animals my whole life. growing up with dogs, cats, fish, and birds, I enjoy pets of all kinds! I have experience with both pet boarding and pet sitting! I have worked with several different families with multiple dog and feel totally comfortable with that. Going to the dog park is always fun but I know some dogs aren’t comfortable there. I also have lots of experience with cats and birds. My roommate is allergic to cats so they can’t stay at our house but I would be happy to come to yours. Walking pups is a great way to explore new neighborhoods. Through these kinds of experiences I have learned that it is always more fun to walk around and explore with a four legged friend. I work a pretty consistent schedule but I am lucky enough to be able to flex it. I can adjust it to meet your pups needs. I have a fenced in yard that I spend a lot of time in during the summer. There are no other dogs in the building

“Jessica did a great job with our dogs! She took the time to get to know their commands and schedules before agreeing to walk them. Very happy with her service! Will definitely use her again 🐶”


About: I’ve grown up with dogs my entire life and have cared for two of my own since I was little, so being around dogs feels completely natural to me. I currently work at a dog boarding and daycare facility, where I’ve gained hands-on experience with dogs of all sizes, ages, and personalities. I’m comfortable with feeding routines, playtime, basic handling, and reading dog behavior. I genuinely love spending time with dogs, and I’m excited to use my experience to give your dogs safe, reliable, and affectionate care. I’m a high school student but free all summer! I only work a few days every 2 weeks at a dog daycare and boarding facility so I have plenty of time to stop by and walk or check in on your pet! I have so much experience with all situations pets can get into I know first aid or even how to calm a pet down. I’m experienced in all sizes and personalities and can handle anything!
About: Hello! I’m a lifelong dog lover and experienced pet owner who has had dogs my entire life. As an educator, I’m looking for summer work doing something I genuinely enjoy. Taking care of animals is exactly that for me. I’m available throughout the summer with a very flexible schedule, so I can accommodate daytime walks, drop-ins, or extended care as needed. I’m very active and love being outdoors, which makes me a great fit for dogs who enjoy walks, playtime, and lots of attention. I understand how important it is to trust someone with your pet, and I’ll make sure your dog feels safe, cared for, and loved while you’re away. Whether your dog enjoys long walks, energetic play, or just companionship, I’ll tailor my care to their needs and personality. I look forward to meeting you and your pets. As mentioned in my description, I'm an educator so my availability is currently super flexible throughout the summer. You let me know what you need and I'm likely available to make it happen. I know how important the safety of pets are to you and your family. With two dogs of my own, I know how much time and thought goes into deciding who you will trust to take care of your canine family members. I assure you that I will do everything I can to provide a loving and caring experience for your pets while you are unable to be with them.
About: Im a pet owner myself with 2 kitties and a bully breed. I’m comfortable with all kinds of pets including reptiles and birds as well as doing nail clippings with non aggressive pets. I taught my dog a few tricks like shake and spin. Overall very flexible with care on my days off. Thanks for looking! I currently work full-time 3 days a week, 12 hr shifts. Aside from that I’m free weekends to care for your babies while you take a vacation or a quick break! My pets are always supervised as they tend to be velcro babies. I take my pets out on a schedule as well as have a feeding schedule twice a day. Trips to the dog park are an option so long as safety is kept in mind, I tend to go when the park is less busy to avoid any potential fights. Pets are allowed on furniture and beds as they are family.
About: I have had and taken care of dogs for over 30 years! I have always been a dog lover in particular but also have plenty of experience caring for cats as well. I work as a PCA weekdays 9:30-4:30 but have the flexibility to do drop in visits with my client during my work hours. I believe that our pets are family members and always treat them as such. Lots of attention will be given. I guarantee it! I work Monday through Friday 9:30-4:30. I am available before, after and during my shift. Open availability on weekends and I am available on most holidays. I treat pets as family. Lots of love and attention. I am not one to have a no pets on the furniture policy that's for sure!
About: I’ve taken care of animals since I was young. About 10 years ago I started watching animals for Family and Friends while they went on trips. I usually stay and watch the animals since I work from home I will be with the animals most of the time. I can also drop in and let animals out if needed. I’m very flexible. Working from home gives me that availability. I’m able to stop over and let animals out if needed as well. I can feed, walk, give meds etc. I care for the animals in their homes. I’m unable to take care of them at my house. A lot of my friends and family prefer that so the animals don’t have to change their environment.
The median cost per walk for dog walking in Little Chicago is $20
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?
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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
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Popular requests near you
Select a filter and find qualifying Little Chicago sitters!Sitters in Little Chicago average 3 repeat dog walking clients
FAQs for Dog Walking - Little Chicago
Frequently asked questions about Rover
The average cost for Dog Walking in Little Chicago on Rover is $22.2 per walk (as of July 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 July 2026, there are 3,810 sitters on Rover offering Dog Walking across Little 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 Little 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 Little 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 Little Chicago. On Rover:
- 94% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 99% 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.

