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

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.
“The service was really great, and I loved all the features of the app, will be using it agian. Kaitlyn was great, she was very responsive, took great photos, and provided me with updates.”

“We really like working with Kelley as our dog walker the last couple weeks. This was our first time using Rover and Kelley's come over almost daily to take our puppy on a walk while he's recovering from an illness. She's been great to work with! She's very communicative about their walks and i love that she takes pictures of him while they're out and about. I can tell she really has a passion for pets and truly cares deeply for them. Thank you Kelley!!”


About: Hi I'm Connie! I've been rescuing and caring for dogs for over 25 years, but have been an animal lover my whole life. I spend the majority of my time working with dogs, I understand them very well and love being able to share my passion to help others. I love spending time with dogs, and getting to know them, and I am well educated and rounded when it comes to their needs and wants. I have lived in Faribault MN practically my whole life and know the town, it's people, and the surrounding area very well. I have worked with the local rescues for the past 14 years and dedicate my life to giving every dog the best chance at finding their loving forever home.
About: I have taken care of all types of animals since the age of 12. Most recently I have been working for almost a year at a dog boarding facility. I also own 3 dogs and 2 cats who have always been around other animals and are all up to date on vaccines I work from home and work Friday and Saturday during the mornings. If I am able to help I will definitely help in any way I can just message me I have a fenced yard and plenty of room for playing. I have baby gates around our home for the pups and keep all animals near at all time

“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.”

“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: 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: 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: 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: As a dog owner of two and lifelong animal lover, I’m very comfortable caring for dogs of all ages and personalities. I’ve had dogs since I was 12 and am familiar with everything from puppy energy to senior dog needs. I enjoy staying active outside and making sure pets get exercise, attention, and lots of affection — including great puppy cuddles. Your pet’s comfort and routine are always my priority. I work from home and can work from anywhere so I have almost unlimited flexibility and can’t wait to meet and get to know your oets! I provide attentive, personalized care based on each pet’s routine, personality, and comfort level. In my client’s home, I aim to keep pets’ schedules as consistent as possible with regular feeding times, walks, play, and plenty of affection. I know how important familiarity is, so I work to create a calm, safe environment while you’re away. I treat every pet like one of my own and understand the trust it takes to have someone care for them in your home. I’m respectful of your space, communicative, and committed to making sure your pet feels safe, happy, and loved.
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.
About: I’ve worked with dogs of all ages as a receptionist at a busy doggy daycare and animal hospital, where I got to know pups of every personality and need. I have basic training in puppy care which I use positive reinforcement techniques to help puppies learn good behavior and socialization, making their experience fun and stress-free. For senior dogs, I provide gentle, patient care tailored to their health needs and comfort, including administering medications and adjusting activities to their pace. Every pup are treated like they’re my own with love, patience, and a playful spirit. Therefore, my personalized approach ensures every dog feels safe, happy, and well-supported while you’re away. I’m fully available to provide attentive pet care throughout the weekdays and on weekends. While I’m actively working on building my design business, my schedule remains flexible. I will inform you immediately if any changes occur—until then, I can’t wait to meet your fur babies! *As a reminder, please make sure you and your pup is okay being around my small 12lb pup and having my husband around.* All dogs will safely be in my secure, fenced yard where my 3 year old Min Pin mix loves to play with new friends. In clients’ homes, I follow instructions closely, provide exercise, companionship, and maintain a clean, comfortable environment.
About: I have had a love for dogs since I can remember. Growing up on a farm my first priority before school was to make sure all the animals were fed, watered and cared for. Your fur baby will be my first priority when I wake up and for their entire visit with me. I like to take dogs for a long walk through the park or to the dog park when they come visit. I always ensure plenty of exercise and a safe play environment. I always have plenty of time for evening walks, playtime and mental enrichment activities. The dog park is always a must during your pets visit with us! I have a heeler mix rescue that gets along with any dog, him and I go for a walk everyday and would love to take your pup with us! I always make sure they are treated as if they are my own!

“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’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.

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: 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: 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.
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?
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
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Popular requests for dog walking - Little Chicago
Select a filter and find qualifying sitters offering dog walking.Sitters in Little Chicago average 3 repeat dog walking clients
FAQs for Dog Walking - Little Chicago
Frequently asked questions about Rover
As of September 2026, there are 3,814 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:
- 93% 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.


