Best Dog Walkers
in Chicago

Why These Dog Walkers?

Our goal is to connect people with the best local experts. We scored dog walkers on more than 25 variables across five categories, and analysed the results to give you a hand-picked list of the best dog walkers in Chicago, IL.

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Our Selection Criteria:

  • 1. Reputation

    A history of delighted customers and outstanding service.

  • 2. Credibility

    Building customer confidence with licensing, accreditations, and awards.

  • 3. Experience

    Masters of their craft, based on years of practical experience and education.

  • 4. Availability

    Consistently approachable and responsive, so customers never feel ignored.

  • 5. Professionalism

    Providing service with honesty, reliability, and respect.

Canine Crews Dog Daycare & Boarding

Canine Crews is primarily a boarding and daycare business, located on 12,000 square feet of combined inside and outside property. Additionally, staff members provide dog walking services from 11 a.m. to 3 p.m., Monday through Friday. Licensed, bonded team members have all received training from the Dog Gurus, and they have earned PetTech certification in Pet First Aid and CPR. Notably, the business emphasizes eco-friendly and sustainable practices, using non-toxic cleaning solutions and biodegradable pet waste bags, and re-using and recycling products whenever possible.

Chicago, IL(773) 235-1616


Chicago Pet Sitters

Chicago Pet Sitters is a pet care company serving households south of Montrose, east of Western, and north of Grand. The business is an accredited member of Pet Sitters International, the National Association of Professional Pet Sitters, and the International Association of Canine Professionals. Additionally, staff members have received training and certification in Pet First Aid and CPR. Interested potential clients can set up an appointment through the Chicago Pet Sitters online form or by sending the business an email.

Chicago, IL(773) 456-1483


Chicago Urban Pets

Chicago Urban Pets, established in 2012, is a licensed, bonded, and insured provider of dog walking and cat sitting services. Stephanie Hjelte Fumanelli, the company’s founder, studied at the local Illinois Institute of Technology and has more than a decade of experience walking dogs. Chicago Urban Pets is a member of Professional United Pet Sitters, and its staff members can meet with prospective clients and their pets for free introductory consultations.

Chicago, IL(872) 529-7387


Cruisin' Canines

Cruisin' Canines is a dog walking business that, since 1995, has provided its services to families in the Chicago Metro. The fully insured and bonded company is registered with the National Association of Pet Sitters, and each new staff member receives thorough training before he or she begins working.

Chicago, IL(773) 327-4419


Fancy Paws

Fancy Paws is a Chicago company that, since 2004, has provided dog walking, puppy visiting, and cat sitting services for families throughout the city. The business has won multiple Super Service Awards from the site Angie’s List, and it is a member of the National Association of Professional Pet Sitters, a nonprofit accrediting organization. Dog walking services range from $13 to $26 per appointment, depending on the length and frequency of the walks.

Chicago, IL(312) 404-4698


Field Days Dog Walking, LLC

The bonded, insured, and licensed team at Field Days Dog Walking, LLC walks dogs in the Chicago Metro. Dog walking services range from $15 to $22 for adult dogs, depending on the length of the walk. For $21 per day, staff members will drop in twice on puppies, taking them out for short bathroom breaks and a little exercise. Overnight pet sitting and vacation care services are also available.

Chicago, IL(773) 245-6885


Green Paws Chicago

Green Paws Chicago, located in Chicago, is a dog walking and pet care company that focuses on keeping pets healthy. In addition to leading dogs on fast-paced walks, staff members provide services such as regular teeth and ear cleanings, flea and tick prevention, and de-shedding. Dog walkers are licensed, bonded, and insured, and they are employees, not contractors.

Chicago, IL(312) 548-3821


Hyde Bark Dog Walking

Hyde Bark Dog Walking, based in the Hyde Park neighborhood, is a licensed, insured, and bonded dog walking service. The business is locally-owned, and it provides families with real-time GPS tracking service. Pet owners will receive notifications at the beginning and end of each dog walking appointment.

Chicago, IL(312) 256-6886


Kim Walks Dogs

Kim Walks Dogs, in Chicago, provides services to families in the city with dogs, cats, fish, and water plants. Leading the team is Kim, who founded Poochsicles and Bark Bites, an Atlanta ice cream truck for dogs. Kim Walks Dogs partners with pet care businesses throughout the city, including Juko Chicago, One Tail at a Time, Bang Bang Pie, and Pet Portraits by Susan Clausen Fine Art Studio.

Chicago, IL(847) 409-1196


Majestic Paws

Majestic Paws is a business in Chicago, walking dogs and visiting pets in the city since 2008. The insured, bonded company is licensed by the City of Chicago, and it is a member of the Pet Sitters Association. Families can take advantage of Majestic Paws’ GPS tracking and real-time update services to remotely keep an eye on their dog’s status.

Chicago, IL(773) 592-1235



Pawlosophy, established in 2010, is a Chicago dog walking service with a team of qualified, experienced dog handlers and caregivers. The team, which has training in animal CPR and first aid, works with trainers, holistic veterinarians, animal nutritional specialists, and other professionals to improve pets’ quality-of-life. Pawlosophy is a member of both the National Association of Professional Pet Sitters and Pet Sitters International.

Chicago, IL(773) 669-5123


Pup Stars Pet Care

Pup Stars Pet Care is a Chicago-based dog walking business that is licensed, bonded, and insured. The company, which is a member of the National Association of Professional Pet Sitters, provides a range of pet care services, including daycare, boarding, grooming, and massages.

Chicago, IL(773) 322-3160



Rover-Time is a Chicago Metro dog walking and pet sitting service with a team of compassionate, trained pet care professionals. It is a member organization of Pet Sitters International and the Association of Dog Trainers. Every member of the team is fully insured by Kennel Pro and has received training and certification in Pet First Aid and CPR. Interested potential clients may schedule an introductory appointment to see of Rover-Time is a good fit for their companion animal.

Chicago, IL(773) 242-9176


Second City Pet Care

Second City Pet Care, in Chicago, helps families from the city and the surrounding areas seeking pet sitting or dog walking services. Staff members can perform vacation visits, dropping by to feed the dog, administer any necessary medications, and take him or her outside for a walk and/or potty break. The staff members, some of whom have more than a decade of experience walking dogs and pet sitting, can also work with birds and cats.

Chicago, IL(773) 279-9922


Super Dog Walking

Super Dog Walking, which opened in Chicago in 2008, is a company providing dog walking and pet sitting services. The business is a member of the National Association of Professional Pet Sitters, Friends of Holstein Park, and Pet Sitters Associates, LLC.

Chicago, IL(630) 740-5130


Supreme Pet Care

Supreme Pet Care, located in Chicago, is a dog walking and pet sitting company that focuses on helping pets that other businesses do not serve. The business operates in the Northwest Side neighborhood, which many of its competitors do not serve. Additionally, staff members can provide more intensive care, ideal for pets with special medical or behavioral needs. Supreme Pet Care is an accredited member of Pet Sitters International.

Chicago, IL(773) 329-0343


The Barking Lot

The Barking Lot, which has locations in both Chicago and Deerfield, walks, boards, and grooms local dogs. Dog walking services are available to Chicago households Monday through Friday. Appointments last 30 minutes, and the dog owner may request for the appointment to consist of at-home playtime rather than walking.

Chicago, IL(773) 583-0065


West Town Walkers

West Town Walkers is a team of dog walkers, based in Chicago, with a service area that encompasses Lincoln Park, West Town, the Near North Side, and the Near West Side. Dog walking packages range from $10 to $35, depending on the walk’s length and the day of the week. Additional service options include pet taxiing and pet sitting. Past clients praise the kind, attentive staff members.

Chicago, IL(312) 479-5358


Windy City Paws

Windy City Paws is a dog walking and pet sitting business serving Wicker Park, Bucktown, Logan Square, Lakeview, and other neighborhoods in the Chicago Metro area. Its licensed, insured staff consists of more than 50 qualified dog walkers. Windy City Paws uses a simple online scheduling system that makes it easy to set up a dog walking appointment.

Chicago, IL(312) 473-6466


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