Neighborhood Dog Walker

  • Chicago, IL
  • Part Time to Full Time
  • Dog Walkers
  • Entry Level

Company Overview

$500 hiring bonus!

Windy City Dog Walkers is Chicago's most trusted dog walking company. We have been serving Chicago since 2002 and were voted "Best of Chicago" in 2014. We are a "dog walker focused company" with great reviews on Glassdoor from our former employees! We provide efficient neighborhood routes for our walkers, the same walker each day for our clients, and walk only one household's pet(s) at a time while working on training reinforcement. Our client's dogs thrive with consistency and we find this system provides our walkers with reliable income that is more predictable when compared to other dog walking services or apps. Many of our walkers work with us for years and move on to management positions at the company. If you love working with dogs but would like to work without the on-demand nature of dog walking apps or other companies - this is the opportunity you have been looking for!

Job Summary

We are currently searching for new dog walkers! Walkers will service primarily one Chicago neighborhood. We service neighborhoods such as South Loop, West Loop, River North, Lincoln Park, Lakeview, Wicker Park, Logan Square, and many more! This is a physical job designed for true dog lovers. Most staff typically walk 5+ miles during their daily route. The typical dog walker walks 8-10 dogs a day and works 4-6hrs a day. Most walkers work 20-30 hours a week but you can work 30+ hours if you are ready to seize the opportunity. We place great emphasis on safety, customer service, and self-reliance

Responsibilities and Duties

  • Have fun, provide companionship and physical exercise with a focus on safety.
  • Practice time management to stay on schedule
  • Communicate with the office and clients via phone/text and email
  • Provide excellent customer service
  • Give all dogs’ attention, exercise, and care as if they were your own
  • Travel to our office in River West to pick up client keys on Monday morning and drop off client keys on Friday afternoon


  • You must be available Monday-Friday from approximately 10am to 4pm for six months or more
  • No summer or short term/seasonal positions are available
  • You must have a smart phone with a data plan
  • You must be at least 18 years of age
  • We prefer that you own a reliable source of transportation such as a bicycle (preferred) or an insured car (Applicants who prefer to walk their route are encouraged to apply but only some routes are walkable)
  • Public transportation and ride sharing are not viable options for covering a dog walking route
  • Be prepared for all weather conditions as this is a year round position - you will be working outdoors
  • Legally authorized to work in the United States
  • Provide personal and professional references and submit previous employers for verification
  • Willing to submit to a background check if a position is offered

Qualifications and Skills

  • Knowledge of dogs breeds and behavior
  • The ability to make quick decisions to keep dogs safe
  • Capable of walking more than one dog at a time
  • Comfortable walking dogs with special needs, medical or behavior concerns
  • Punctuality and time management is a critical skill to ensure on time arrivals for all dog walks
  • Experience communicating with a team via voice, text, and email

Benefits and Perks

  • Highly competitive industry pay including tips and bonuses
  • Dedicated neighborhood routes with no competition from other dog walkers for walks/assignments
  • Paid meetings with potential clients and their dog(s)
  • Bonuses paid for any walks performed with multiple dogs in a home or any optional non-peak hour walks (evenings, weekends, house sits, etc.)
  • Paid orientation process
  • Free Cubs Tickets and fun team building events
  • Casual dress code (dress for the weather without the need to wear a uniform)
  • Work in a fun environment that encourages learning with positive/animal loving co-workers
  • Promotional opportunities with a highly rated and established company

If you would like to learn more about our company culture and dog walking, please visit our website at:

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