Chicago Dog Walker

United StatesUnited States·Chicagomid
Other
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Quick Summary

Key Responsibilities

Perform safe neighborhood walks on leash with instructions created by the client Time management to make appointments within designated window.

Requirements Summary

This is a year-round position requiring an ongoing, long-term commitment.

Technical Tools
Other

Windy City Dog Walkers has been serving Chicago since 2002. We are a "dog walker-focused company" with excellent reviews on Glassdoor! We are an A+ company because we only work with A+ walkers, businesses, and clients. We focus on the needs of the walker and find you the best possible clients to build the job of your dreams. Many of our service providers prefer smaller neighborhood routes and enjoy the flexibility of choosing their own clients, hours, and availability. Our client's dogs thrive with the consistency of having a daily walker, and we find this system provides our walkers with reliable income that is more predictable when compared to other dog walking services or apps. If you love working with dogs and love working independently, this is the perfect self-employment opportunity you have been looking for!

We are currently looking for dog walking service providers to grow their own ideal routes in many of Chicago's neighborhoods. You will join our team as a self-employed 1099 contractor or independent business and choose a specific neighborhood (or two!) to work in. Our network of service requests will then be available to you to accept or deny, and grow your ideal dog walking job! Our dog walking service providers can work as little or as much as they like.  It all depends on what services you choose to provide and what clients you take on. The majority of our service requests occur from 10 am to 4 pm, so it is very easy to build a client list of 8-12 individual walks per day, but you can also choose to work evenings, weekends, overnights, or any hours that are ideal for you. You have the opportunity to supplement your route with additional walks from other walkers who request assistance. Please keep in mind that pay can be lower in the first few weeks as you build your route and meet potential clients.

Responsibilities

~1 min read
  • →Perform safe neighborhood walks on leash with instructions created by the client
  • →Time management to make appointments within designated window.
  • →Responsive communication to accept/deny service requests
  • →Communicating with the office and clients via voice/text and email
  • →Provide excellent customer service
  • →Give all dogs attention, affection, exercise, and care

Requirements

~1 min read
  • This is a year-round position requiring an ongoing, long-term commitment.
  • You must have a smartphone 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 an insured car or bicycle (this often leads to faster area growth) 
  • Public transportation and ride sharing are NOT viable options for covering a dog walking route
  • Be prepared for all weather conditions - you will be working outdoors
  • Legally authorized to work in the United States
  • Willing to submit to a background check
  • Knowledge of dog breeds and behavior can be helpful, but is not required
  • The ability to make quick decisions to keep dogs safe in a urban environment
  • Capable of walking more than one dog at a time
  • Comfortable walking dogs with special medical or behavioral concerns
  • Time management is a critical skill to ensure on-time arrivals for all dog walks
  • Experience communicating with others via voice, text, and email in a professional setting

What We Offer

~1 min read
✓Highly competitive industry pay
✓Paid meetings/orientation with potential clients and their dogs before signing up for service
✓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
✓Orientation completion bonus of $250. (A wonderful way to purchase transportation for the role!)
✓Casual dress code (dress for the weather without the need to wear a uniform)
✓Work within a fun environment that encourages learning with positive/animal-loving co-workers
✓Promotional opportunities with a highly rated/established company and others in our network

Location & Eligibility

Where is the job
Chicago, United States
On-site at the office
Who can apply
US

About this job

Who can apply
United States
Posted
23 days ago
Employer
has 1 open job on Jobera.

Listing Details

Posted
September 22, 2026
First seen
September 25, 2026
Last seen
October 15, 2026

Posting Health

Days active
19
Repost count
0
Trust Level
19%
Scored at
October 15, 2026

Signal breakdown

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Chicago Dog Walker