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Best Pet Sitters
in Chicago

Why These Pet Sitters?

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

Reviewed Curated Top Picks 717 438 20

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.

Cara Care LLC

Cara Care LLC offers customized, in-home pet sitting services for clients throughout the Chicago, Illinois, metro area. It handles all pets, including dogs, cats, birds, fish, and other small animals. The business focuses on working with special needs pets, including ones that need medications and have medical conditions, such as diabetes, epilepsy, separation anxiety, open fontanels, and FIV. Cara Care LLC is a member of Pet Sitters International, and its caregivers hold certification in pet first aid.

211 West Wacker Drive STE 300
Chicago, IL 60606


Chicago Animal Care

Chicago Animal Care is a dog walking and pet care company for pet owners in Chicago. The team makes themselves available day and night for clients’ and pets’ convenience and comfort. The walkers use GPS on their phones to track the progress of each dog’s walk. Additional services include cat and critter care, plant care, and house care. The company is fully bonded and insured, and each employee is trained in pet first aid and CPR.

Divine Canine Pet Care Services

Divine Canine Pet Care Services offers pet care services to clients in Chicago. Since 2002, the company has been providing dog walking, pet sitting and cat care, social playgroups, bed and biscuit boarding, dog grooming, and pet taxi and concierge. The team administers medication with no additional charge. Divine Canine is bonded and insured and is also a member of The National Association of Professional Pet Sitters.

Dogs Deserve It

Dogs Deserve It, founded in 2009, is a dog walking service for pet owners in Chicago. The dog walkers are trained in leash etiquette™ skills to make each clients’ dog walk better on the leash. Dogs Deserve It uses the Pet Cloud online software so all walks can be tracked. The customers can even request and cancel appointments from their web browser or app as well as pay bills. Additional services include pet sitting and pet taxi.

Hello Kittie Sitting

Hello Kittie Sitting is mainly a cat care service but also serves dogs, birds, and other small animals in Chicago. The company’s personalized cat care visits include feeding/water, playtime and petting, litter box care, oral medication administration, and daily email updates. Additional services include bringing in the mail/newspaper, rotating lights and blinds, and watering plants. Lita Peterson, the founder of the company, is certified in pet first aid and is insured and bonded by the Pet Sitters Associates.

Chicago, IL 60660


Home Alone Pet Service

Home Alone Pet Service is a family-owned pet care business providing services since 2006. The company offers dog walking, dog boarding, and cat care to clients in Logan Square, Humboldt Park, Bucktown, Wicker Park, Avondale, and surrounding areas. Boarding can be provided in the client’s home or a team member’s home. Home Alone Pet Service is fully bonded and insured. Customers state they felt comfortable leaving their dogs in the company’s care as well as the employees’ attentiveness, compassion, and professionalism.

Jane of All Trades

Jane of All Trades provides pet care services to customers in Chicago. Services provided include in-home pet sitting, dog walking, and grooming. The company, founded in 2009, is insured and bonded. Feeding and medication administration are included upon request. Jane of All Trades also makes doggie cakes fresh to order in a variety of flavors.

Chicago, IL 60631


KK's Pet Sitting

KK’s Pet Sitting, founded in 2006, is a pet care company in Chicago providing services for all kinds of animal owners. Andrea Kim, the business owner, offers regular, daily, or occasional visits as well as dog walking. There is no extra charge for additional pets or the administration of medication, and Andrea is also experienced with geriatric pets. Other services include vacation and overnight care and pick up/drop off. Andrea is certified in pet first aid by the American Red Cross of Greater Chicago.

Let's Walk Chicago

Let's Walk Chicago is a pet sitting business that has been in operation in Chicago for over a decade. The company watches over clients' cats and dogs, and it also offers dog walking every day. Its pet sitting services include playtime, feedings, litter box cleaning, and medication administration. For puppies, it provides more focused services. Vice president Gina has been certified by Pet Sitters International as a professional pet sitter.

Chicago, IL 60614


Marcia's Fur & Feathers Service

Marcia’s Fur & Feathers Service is a pet care company in Chicago offering reliable and quality care. The list of services includes dog walking, cat care, bird and other small animal care, and puppy training. Marcia Fleischer, the founder of the company, is fully bonded, insured, and pet first aid and CPR certified.

North Shore Dog Walk

North Shore Dog Walk provides dog walking and pet sitting services to customers in Chicago. The team at North Shore Dog Walk is licensed, insured, professionally trained in CPR and emergency pet care, and members of the National Association of Professional Pet Sitters. The services offered include dog sitting, in-house pet sitting, waste pickup, and pet taxi.

Glenview, IL 60025


Paws & Claws at Lincoln Square

Paws & Claws at Lincoln Square, founded in 2006, is a pet care service in Chicago. The company provides day camp, boarding, grooming, spa treatments, dog walking, dog training, a pet taxi service, and in-home pet sitting. The client can choose from a single visit or overnight stay for the in-home pet services.

PAWS Avenue

PAWS Avenue provides one-on-one dog walks, cat care, and other services for pet owners in Chicago. The company is licensed, bonded, and insured, and a member National Association of Professional Pet Sitters. Additional services include small animal care, pet taxi, and home safety and house sitting.

Pet & Plant Care Service

Since 1984, Pet & Plant Care Service has been providing dog walking and vacation pet care to customers in Chicago. The company will arrange a meet and greet, provide the same walker for each visit, and give special care for puppies if requested. During vacation care visits, employees will also water plants and bring in the mail/paper. Pet & Plant Care Service is fully bonded and insured and fully licensed by the City of Chicago. They are member of the National Association of Professional Pet Sitters.

Chicago, IL 60642


Prairie Path Pet Care

Prairie Path Pet Care offers multiple pet care services for pet owners in Park Ridge. Services include dog walking, fish feeding and cat, critter, bird, and small animal sitting. Each pet visit is tracked by GPS and real-time email notifications when the employee comes and goes. The company, founded in 2011, is locally owned, bonded, and insured.

Park Ridge, IL 60068



Purr is a cat care service for cat owners in Chicago. The team of sitters come to the clients’ home and offers basic feeding, litter care, plant care, mail collection, and photo updates. Purr is a member of Pet Sitters International, National Association for Professional Pet Sitters, Pet Sitters Associates, and Pet Sit USA. The company, founded in 2008, is fully bonded and insured.

Chicago, IL 60642


Sunshine Pet & Home Care

Sunshine Pet & Home Care is a pet care company serving pet owners in Chicago. The types of services the company performs include dog walking, pet sitting, and overnight care in the client’s home. During each visit, employees will clean up any accidents, alternate blinds and lights, water plants, and provide a generous amount of playtime and love. Sunshine Pet & Home Care donates $1 per walk and $3 per overnight stay to the no-kill shelter, PAWS Chicago.

Urban Tailz

Urban Tailz is a pet care service for customers living in the North Side of Chicago. The company, founded in 2000, provides daily dog walks, cat sitting, house sitting, and other pet services. Urban Tailz walks dogs during the week, weekends, and off-peak hours. Additional services include trips to the groomer or trainer as well as pet store errands. The company is fully bonded and insured and is a member of The National Association of Professional Pet Sitters.

Windy City Dog Walkers

Windy City Dog Walkers has been serving pet owners in Chicago since 2002. The company provides daily service such as dog walking, cat care, and pet sitting. Dogs are walked for about 25 minutes by the same team member for each scheduled walk. Additional services include overnight stays, small animal sitting, and medication administration. Windy City Dog Walkers is fully licensed, bonded, and insured.


Worthee, founded in 2013, is a pet concierge service in Chicago. The company offers in-home food delivery, dog walking, pet sitting, vet visits, grooming, training, a monthly Worthee box, and other services. Previous Worthee customers praise the company’s treatment of their pets, customer service, dedication, and compassion.

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