Find the best places to stay, play & eat with your dog.

Directory of Pet Sitters & Dog Walkers in Chicago, IL

Think you might need a pet sitter or dog walker? You'll find information on all of our recommended pet sitters and dog walkers below.

Windy City Dog Walkers

Serving Chicagoland's pet community for over twelve years, Windy City Dog Walkers offer daily dog walks, cat care, and pet sitting with the highest level of customer service and personal attention in the industry. They are available 365 days a year, any time of day, and offer a variety of services to meet your pet care needs. Windy City Dog Walkers provides personalized service and care for their canine clients and their owners. They walk dogs one at a time, focusing on your pet's individual needs. Through quality relationships with humans, canine companions live longer, happier, and healthier lives.

Rover.com Chicago Dog Sitters

Need to attend an important business meeting, go to a wedding, or even just have a romantic dinner without Fido when you're in Chicago? If your plans will require you to be apart for a few hours, but you don't want to leave Fido unattended in the hotel room, our partners at Rover.com can help! They have dozens of responsible dog sitters in Chicago who can visit your dog in the hotel room, take him for a walk, or even watch him overnight in their own home, if needed. Prices vary by sitter, but generally start at $15/night. You can find the perfect dog sitter for your pooch by browsing local profiles on Rover.com and reading the reviews left by other dog owners. Some of the sitters have even pledged to donate a portion of their fee to help save homeless pets!

Cruisin' Canines

Cruisin' Canines is a Mom and Pop business that has been walking dogs since 1995! They have been voted #1 walking service 2 times from Chicago land tails Magazine in 2007 and 2009. They do dog walking, vacation care, in our house boarding, cat visits. They are vet recommended, insured and bonded and do back ground checks on all of our employee’s that we hand pick.

Out-U-Go! - South Loop

Out-U-Go! offers awesome dog walking and pet sitting for your traveling companions. They can provide care for your furry friend at, or in, your travel accommodations. Out-U-Go! has provided awesomely professional pet care since 1996!
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