Dog Walking Near North Side

“I have been using Pablo for over a year consistently twice weekly for dog walks. He is always highly reliable, flexible, responsive, and takes the best care of my dog. I was highly skeptical about using a dog walking service for the first time but I could not have gotten a better walker. I am so thankful for Pablo taking such genuine care of my dog.”

Kaitlin C.

“Super responsive and tired our bigger dog out!”

Steven V.

“Jess is awesome. She was wonderful with our two 50lb Labradoodles. She treats them like her own, and they just love her company. We will continue to use her on a regular basis. Her availability is also flexible and excellent. Very lucky to have found her.”

Tom K.

“Birdie had a great walk with Ellise! She was able to help out on very short notice, which I really appreciated. It was clear Birdie was happy and worn out when she got home! I’d absolutely book with Ellise again!”

Annie H.

About: We've cared for our Chihuahua Minpin mix for 3 years and are the trusted go-to pet sitters for friends, providing loving and attentive care to all doggies! My boyfriend and I team up to care for pets. I work from home, ensuring weekday and weekend availability for walks, playtime, and lots of attention We live in a secure apartment building with a puppy run and a nearby dog park with open grass, providing a safe and convenient space for your pet!

“Emily does a great job walking my corgi Chloe! She’s friendly, sends pictures, and communicates after each walk. I can tell my dog really likes her and is excited to go on a walk with her. I’d highly recommend her!!”

Diana A.

“Ana has walked my dog Amelia several times now, and it’s always been a breeze working with her. I know my pup is in great hands and well taken care of.”

Anastasia S.

“Joshua was very communicative and always made sure Mango had food and water after her walks.”

Sebastian S.

“Dodd is great and Moose is always very excited to go for his daily walk with him! We also appreciate his straightforward communication. Thank you!”

Elisabeth M.

“Great communication!”

Sierra L.

“Angie was great! I had surgery on my wrist and could walk my dog for a week or so, so Angie came over each morning to walk my dog, Ruby. Angie was incredibly respectful, took the time to get to know, Ruby, and insured Ruby had a great visit outside. Angie was very pleasant to talk to, especially coming over early in the morning mornings. I completely trusted Angie with my dog, and definitely plan to use her services in the future!”

Katie N.

About: Dogs have been a part of my life for as long as I can remember. I've grown up alongside dogs for 26 years, and that lifelong bond is at the core of everything I do as a sitter. What started as a pet sitting for friends and neighbors in college turned into a true passion. I took on regular sitting clients throughout my college years and have continued doing so here in downtown Chicago. Here's what makes my setup different: I work 100% remotely, which means your dog is never alone. I'm home all day, every day which means no crating while I'm at an office, no long stretches of isolation. Your pup gets constant companionship, attention, and a genuine home-away-from-home experience. I live in a pet-friendly condo in downtown Chicago with a dedicated outdoor dog park just steps away which is perfect for morning runs, midday play sessions, and evening wind-downs. Whether your dog loves to socialize or prefers a calmer environment, my space accommodates both. I treat every dog like my own. You'll receive regular photo and video updates, real-time communication, and the peace of mind that comes from leaving your pup with someone who has spent a lifetime learning, loving, and caring for dogs. Your dog deserves more than a sitter. They deserve someone who genuinely loves them and that's exactly what I'm here to provide. A typical day looks like this: we start with a morning walk and a trip to the outdoor dog park right near my building, followed by relaxed time at home while I work. Midday means another potty break, playtime, or a second walk depending on your dog's energy and needs. Afternoons are calm; nap time, cuddles, or light play and we close the evening with a final walk and wind-down. Feeding schedules, medication routines, and special care instructions are always followed to the letter. On weekends, I'm even more available we're talking extended park visits, longer walks through the neighborhood, and plenty of one-on-one time. I take on a limited number of clients at a time so every dog gets individualized attention, never just a number in a rotation. My pet-friendly condo is set up with your dog's comfort in mind. I have dedicated space for sleeping, eating, and playing, and an outdoor dog park within walking distance for exercise and socialization throughout the day. The building is dog-friendly, the neighborhood is extremely walkable, and I'm home all day to provide constant supervision and companionship. I follow your dog's existing routine as closely as possible; same feeding times, same sleep schedule, same commands you use at home. Consistency reduces anxiety and helps dogs feel safe in a new space I've learned. I keep all areas clean, safe, and free of hazards, and I never leave a dog unsupervised in an unfamiliar environment.

“We needed a last minute walk/ play time for my dog, Baloo! Mike was perfectly on time and made sure he was super worn out. Will definitely use again!”

Maddie B.

“Misha lives on our block and has been so responsive to sudden schedule changes and ability to walk or board our dog with very little notice. She is amazing. I never have any worries when she is taking care of our dog.”

Dan K.

About: I bring a calm, safety‑first approach to pet care thanks to my background in hands‑on operations and emergency response. I’ve worked in fast‑paced environments where attention to detail, communication, and animal safety were non‑negotiable, and that carries directly into how I care for pets. I’m comfortable with dogs of all sizes and temperaments, and I’m especially good with pets who need a little extra patience or structure. I’m reliable, observant, and always make sure animals feel secure, whether we’re out on a walk or settling in at home. My goal is simple: keep your pet safe, happy, and understood. Pet care fits naturally into my weekly routine because I keep a consistent, structured schedule. I’m available for drop‑ins and walks during the day and early evenings, and I build my week so I can give each pet focused, unrushed attention. I’m flexible with timing and can accommodate last‑minute needs when they come up. My goal is to make your routine easier and keep your pet feeling safe and cared for while you’re away. I take a calm, safety‑first approach in every home I enter. I follow your routines exactly—feeding, litter, walks, medications, and any house rules—so your pet stays comfortable and your home stays just the way you left it. I’m attentive to doors, gates, and windows, and I always double‑check that your pet is secure before I leave. I keep the environment clean and low‑stress, whether that means refreshing water, tidying up after meals, or making sure litter boxes are fully cleaned. I’m respectful of your space, careful with your belongings, and focused on giving your pet a safe, predictable experience while you’re away.

“Maria was very helpful and flexible with Leo's needs while I was away. She consistently took it upon herself to walk him beyond the allotted time with plenty of photos and updates, as well as move times around to account for avoiding the rain during walks. I will definitely reach out again!”

Rohan B.

“Tara was great to work with for my dog walk- proactively asked questions, was patient dealing with doorman / access issues, and sent a bunch of photos / detail of dog walk.”

Tessa N.

About: I have taken care of many pets on and off the Rover app. I am both a dog and cat lover! I love going on city walks but am also a huge forest preserve walker with my doggie when in the burbs! I am a school psychologist so I have plenty of free time during the summer to take care of your pet! I am very flexible as well. I will only be taking care of animals in their own respective homes and will ensure their safety at all moments in time while in my care.

About: I've been around dogs my entire life and grew up in a home with dogs from the day I was born. Since I was 16, I've provided dog-sitting and pet-care services for friends, family, and clients. I'm experienced with a wide variety of breeds, sizes, ages, and personalities, and I'm comfortable adapting to each dog's unique needs and routine. Whether it's walks, playtime, feeding, administering basic care, or overnight stays, I prioritize providing a safe, reliable, and loving environment so both pets and owners can feel at ease. I am a college student with an open summer and plenty of time to tend to your pets. I am an active person and take pets on longs walks in the summer weather I provide a safe, clean, and pet-friendly environment with regular feeding schedules, fresh water, exercise, playtime, and plenty of attention. I follow each pet's routine as closely as possible, including medication administration if needed. Pets are supervised, given comfortable resting areas, and monitored for any changes in behavior or health.

About: Growing up, I loved taking care of my two dogs. From daily walks to endless hours playing frisbee in the front yard, every aspect of caring for my dogs was fun. In addition to my personal experience of having dogs, I've dog-sat long term and walked other family's dogs. I've taken care of dogs as small as shih tzus all the way up to big labradors. As a college student, my days are often pretty flexible. I'm usually available in the mornings before 10 am and evenings after 4 pm. During the summer, I'm available for the entire day. I care for pets by asking lots of questions about what rules and routines your house has in place already. I'm very responsible and do my best to ensure that feeding times and house routines are followed to make sure your pets are in their most normal environment.