Dogs & Pet Care Provider

We provide all our services with love, care, and
personalized attention

Wag The Tail
Wag The Tail

Dog Walking & Pet Sitting Company located in East Lakeview Neighborhood of Chicago

Wag The Tail is a dog walking and pet sitting company, located in the East Lakeview neighborhood of Chicago. All our client's dogs are walked alone to ensure each dog receives our full attention on each visit/walk. Dogs are never walked in a "herd". Our dog walkers are certified in Canine good citizen and will make sure your dog is treated as if their very own.


We're animal lovers just like you. Sometimes it's tough to find someone in the time of need to tend to your dog, cat, iguana, or other friends--furry or feathered. That's why we started Wag The Tail, the only place you'll ever need that can take care of your pet.

Wag The Tail

Our Steps

Wag The Tail


Schedule a time to meet you and your furry family member. We'll go over such items as: where items are stored (lead/leash, food), your expectations with our caretaking, and billing/payments.

Wag The Tail

Walk Log

Also known as Visit Logs - we'll provide information such as: the time of the visit/walk, duty, and any needed notes. We also utilized text messaging if you'd prefer this method of communication over the printed log at your home.

Wag The Tail


We provide billing either by weekly, bi-monthly (2x a month), or monthly statement. The majority of our family of clients utilize Venmo for payment. The use of Zelle or cash/check is also accepted. We do not utilize credit or debit cards for payment.

Wag The Tail
Wag The Tail

Our Singular Focus - Is The Care Of Your Pet

Wag The Tail
  • We have been walking dogs on the North Side since 2010
  • We have done over 30,000 individual dog walks
  • We are proud to maintain a perfect safety record
  • The owner, Ken, handles all daily operations. He is committed to providing a superior experience
Caring and highly trained dog walkers
  • All dog walkers go through extensive training and are evaluated every six months
  • All dog walkers are bonded and insured
  • All of our dog walkers have been walking dogs for over two years
Personalized Care
  • All care is personalized to your dog’s individual needs
  • We realize that all dogs have unique personalities, which is why we keep personalized care records for each dog
  • All dogs are walked individually unless they have a sibling or buddy nearby they would like to hang out with and is only done with the approval of you, the client
  • Our walkers reinforce general obedience commands such as “sit,” “stay,” “come,” and “heel.”
  • All client information is kept in a secure password-protected database
  • All keys are kept in a locked storage cabinet when not in use
  • Client information is never stored with the keys
Wag The Tail