Dog Walker - Evening & Weekends

Windy City Paws•Chicago, IL

About The Position

Windy City Paws is hiring a dependable, part-time Dog Walker to provide evening and weekend pet care in Chicago. The role includes preparing dogs for outings, leading walks and play sessions, following client instructions for food, water, or medication, cleaning up as needed, and sending clients updates and photos. The position requires regular availability on weekday evenings and some weekend availability, reliable transportation to the listed Chicago service areas, and a minimum three-month commitment. Pay is per walk and varies by visit length and location; typical earnings are $100–$150 per week for approximately 5–10 hours. PTO accrual and 401(k) eligibility begin after six months. Windy City Paws provides paid training and ongoing education in dog and cat behavior.

Requirements

  • Availability for at least three weekday evenings, either 5 p.m.–8 p.m. or 6 p.m.–8 p.m.
  • Some availability on Saturday and Sunday between 8 a.m. and 8 p.m.
  • A vehicle and a reliable commute to the listed Chicago service areas.
  • Eligibility to work in the U.S. and be at least 18 years old.
  • Ability to withstand all weather conditions outdoors and walk for several hours each day.
  • A smartphone with a data plan for communication and tracking walks.
  • Willingness to accept last-minute requests.
  • Willingness to pick up and drop off keys at the office as needed.
  • Commitment to the position for at least three months.

Responsibilities

  • Prepare dogs in each household to go outside with appropriate safety gear.
  • Lead 30–60 minute walks and active play sessions.
  • Administer food, water, or medication according to client instructions.
  • Clean up after dogs outdoors and indoors as needed.
  • Send clients updates and photos, and log behavior or health notes.
  • Build strong rapport with pets and their owners.
  • Pick up and drop off keys at the office, potentially multiple times during the week.

Benefits

  • Paid time off (PTO) accrual.
  • 401(k) payroll contributions; eligibility begins after six months.
  • Paid training and hands-on education in dog and cat behavior.
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