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.
“Myka has been wonderful with our puppy— he has very nurturing and has a calming presence for my super energetic pup. He is responsive, reliable, and eager to help reinforce the puppy training we have started!”

About: I’ve been taking care of pets since middle school, and I’m skilled at making them feel comfortable, especially in the presence of a stranger! I have lots of love to share and enjoy creating a safe environment for them! I am a part time student with a flexible schedule, so I have plenty of free time on my hands! I am available to house sit almost everyday and would love to take care of your pets! I create a comfortable, familiar environment for pets by following instructions given by the owner. I give them plenty of attention and cuddles, keep the home tidy, and communicate with the owners to ensure everything is going smoothly.

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: 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!

“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: 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: 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’ve had dogs, cats, rodents, name any animal and I’ve had it! After my experience working at animal shelters, i’m well rounded and nothing can surprise me anymore! I’m working part time at a vet clinic, my schedule is pretty flexible and and my boyfriend’s schedule is as well. We have two pets of our own who get majority of our free time and yours will as well:) I have a hyper black lab who loves to play and be everyone’s best friend! We prefer cat friendly as I do have a spynx who is more like a dog than a cat lol. I’m super flexible so any requests can be accommodated!
About: I’ve had a deep love for dogs ever since I was a little girl. Growing up with two dogs, I learned early on the joy and responsibility that comes with caring for a pet. As an adult, I’ve continued that passion by dog-sitting for friends over the years, helping them out while they’re on vacation. I understand that your dog is more than just a pet—they’re a family member. That’s why I make it a priority to ensure they’re well-fed, exercised, and, most importantly, showered with love and attention while they’re in my care. Whether it’s daily walks, playtime, or just a cuddle session on the couch, I’m committed to giving them a safe, happy, and loving environment. I’m also more than happy to help with bathing and grooming if needed, ensuring your pup looks and feels their best. I work full-time during the week but am off every Friday this summer, which makes me available to care for your pet, especially if you're planning a weekend getaway. Whether it’s a quick trip or a longer vacation, I’m here to ensure your pup gets all the attention, love, and care they need while you’re away. I live in a townhouse in a wonderful, dog-friendly neighborhood where the association is supportive of pets. The area has plenty of grassy spaces where your dog can play, explore, and enjoy some outdoor time. It's a peaceful, safe community with multiple walking paths nearby—perfect for daily walks and adventures. Whether your dog loves to explore or just needs a quiet spot to relax, they’ll feel right at home here. I believe in providing a fun, safe, and loving environment for your pet while you're away.

About: Ive taken care of pets for friends and family across all sorts of breeds, species, and ages. I have years of experience owning a senior dog, and understand just how much our fuzzy friends mean to us. I currently work a super flexible job as a substitute teacher, and can make nearly any time you need work! Im guaranteed to be availible weekends and week nights, and will make more time if you are able to give me notice. I am keenly aware of the environment around me, as well as the lovable friends that inhabit it. I can quickly observe and react to their behaviors, and meet their needs with no delays.
“Sarah was great and I will definitely use her to walk the pups again. She is a great communicator and took pics and made sure to let me know she picked them up and that they were home after their walk.”

About: I’m a caring person who loves dogs and grew up with a lab. I have experience with taking care of friends puppies and senior dogs. I love to play hard with them so they can sleep good for you! I can walk dogs before I go to work and, take them out immediately when I get back home. I will also make sure they are being fed at the right times. I’m happy to transport pets and have them stay at my apartment for up to a week. I will provide long walks with them on leash and follow procedures at a client’s home. Making sure that the pet is comfortable is a top priority for me.

About: I’ve loved dogs as long as i can remember, I’ve been around dogs my whole life, had a Labrador Retriever growing up. My passion really began when neighbors would start asking me to dog sit for them. I always knew I wanted to do something with animals (mainly dogs.) a family friend told me about Rover & I immediately knew I had to become a sitter. I am very trustworthy and reliable & easy to reach! I currently do not have any pets in my home which makes me a great sitter if your dog isn’t a fan of other dogs/animals! I’m currently working part time so I have plenty of time to play with your dogs & care for them. & I can take whatever time needed to watch your dogs if you preferred I stay with them 100% You can always count on the fact that your dog is SAFE. If you don’t have a fenced in yard, I will keep your dog leashed unless you say otherwise!

About: I live with my 12 year old Australian Shepherd named Bailey, a 5 year old orange Tabby named Pickle, and a 3 year old tuxedo cat named Fern. I love animals of all kinds and would like to use my love of animals to earn extra income. I will provide treats, attention, and positively reinforced gentle training. I'm responsible with animals and enjoy teaching tricks, manners, verbal and non verbal cues. I've never met a pet that I couldn't love! It makes me sad that our sweet pets are home alone missing us while we are at work, so hire me! I've been called a 'dog freak' more than once. Please let me work with you and your pets. I'll be waiting!
About: I have been taking care of animals for over 15 years now with experience with any age or size of dog. I am very flexible with your or your pets needs. I offer all services available. I am home full time so I am able to be with your dog and provide potty and play breaks several times during the day. I have a fenced in yard and two friendly dogs to keep your dog company! I am home full time so your dog will never be alone.
“Corey was great with my two huskies, he was responsive and provided updates throughout the stay. He was able to work with me on the dates and times of the stay. My two little ones seem to enjoy Corey as well(:”

About: I have cared for pets for many many years. I do my best in making everyone comfortable. My information to be contact is always welcomed. I try when i can. Scheduling is always possible with an advance notice. Try and reach out we can work together. I try to make things easy. I have a set of protocols i follow anything you will like to include is welcomed. Feel free to contacts me through messages whenever possible

About: the personalized, one-on-one attention I provide. I care for one household at a time, allowing me to focus on your dog’s individual needs, routines, and comfort. I prioritize keeping your dog’s schedule as consistent as possible while you’re away, with regular updates, photos, and extra love to help you feel at ease knowing your pup is in caring hands. I offer personalized care that goes beyond the basics, including overnight stays, walks, drop-in visits, feeding, potty breaks, medication, playtime, and help maintaining your dog’s normal routine. I can also incorporate the little things that make your dog’s stay special, like car rides, outdoor adventures, and extra one-on-one time. I work with each owner to create care that fits their dog’s needs instead of offering a one-size-fits-all service. Pet care is something I prioritize in my daily routine, and I plan my schedule around providing attentive, personalized care for each dog I look after. I make sure every pup receives consistent attention, exercise, feeding, playtime, and plenty of affection while maintaining their normal routine as much as possible. I limit my care to one household at a time so I can focus on each dog’s individual needs and provide a safe, comfortable, and loving experience while their owners are away. I’m a nursing student and have been a CNA since 2021. Caring for others has always been a big part of my life, and I bring that same patience, responsibility, and attention to detail to caring for pets. I understand how important it is to feel comfortable leaving your pets in someone else’s care. I provide personalized care in my client’s home to help pets feel comfortable in their familiar environment and maintain their normal routines. I follow each owner’s instructions for feeding, walks, potty breaks, medications, playtime, and any additional care their pet needs. I also provide companionship, plenty of affection, and regular updates and photos so owners can feel at ease while they’re away. I prioritize safety, consistency, and each pet’s individual needs, caring for one household at a time to ensure every dog receives my full attention.
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.
How to book dog walking

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 - 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 October 2026, there are 3,760 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Little Chicago after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Little Chicago. On Rover:
- 88% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.


