Chicago Dog Walking

Chicago Pet Sitters offers premium, individual dog walking services in Chicago: we walk only one household at a time, and we pair you up with one consistent walker. Each member of our team is thoroughly vetted, bonded and insured, and trained to understand the intricacies of dog behavior. You can trust that your pup is in excellent hands!
Chicago Dog Walkers

Service Area

Chicago Pet Sitters offers dog walking services in these Chicago neighborhoods:

Albany ParkAndersonville | Avondale | Bucktown | Buena Park | Edgewater | Lakeview | Lincoln Park | Lincoln Square | Logan Square | North Center | Old Town | Palmer Square | Ravenswood | Roscoe Village | Wicker Park | Wrigleyville | Uptown

Pre-Set Weekday Walks

Recurring 25-Min

  • Two-Hour time interval options
  • Dedicated walker pairing
  • Each additional pup: +$5/walk
  • Before 10am or After 4pm: +$5/walk
  • Weekends: +$7/walk
  • Holidays: +$15/walk


Pre-Set Weekday Walks

Recurring 40-Min

  • Two-Hour time interval options
  • Dedicated walker pairing
  • Each additional pup: +$5/walk
  • Before 10am or After 4pm: +$5/walk
  • Weekends: +$7/walk
  • Holidays: +$15/walk


Puppy/Senior Potty Out

Two 15-min potty breaks

  • One-and-a-half hour time intervals
  • Dedicated walker pairing
  • One mid-morning, one mid-afternoon
  • A focus on housebreaking for pups up to 6 months
  • A focus on senior care for older pups
  • Each extra pup: +$10

Puppy and Senior potty outs are not available on weekends or holidays. 


Ad Hoc Scheduling

As-Needed & Off-Template Scheduling

25-min visit: $30
40-min visit: $40


  • 3-hour time frames
  • Billed Weekly 
  • Each additional pup: +$5/walk
  • Before 10am or After 4pm: +$10/walk
  • Weekends: +$7/walk
  • Holidays: +$15/walk

$30 | $40

Vacation Care

2-Hour Vacation Care

  • Includes walks, feedings, good company
  • Each additional pup: +$10/appointment
  • Weekend Sitting: additional +$10/appointment
  • Holidays: +$15/visit
  • Can be combined with individual midday walks for additional daily coverage


Additional Information


  • To begin working with Chicago Pet Sitters, we require two working sets of keys, which are uniquely coded and kept secured in our office. Prior to your first reservation, a team member will pick your keys up at no cost to you.
  • Should two sets not be available, a lockbox with one full, working set must be kept at your residence.
  • Key Concierge: We offer a $45 roundtrip key shuttle service where a team member will pick up your keys prior to your reservation and deliver them after your return.
  • Complimentary key return for discontinued service.

Same-Day Requests and Cancellations

  • Tuesday through Friday requests made same day or after 1pm for the next day carry a $10 surcharge.
  • Weekend and Monday requests made same day or after 1pm on Friday carry a $10 surcharge.
  • Visits must be cancelled by 4pm the day before to avoid full-visit charge.

Further Client Details

  • All clients have access to a personalized portal for scheduling, cancelling, payments and providing our staff with the most up-to-date information about your pet.
  • We have a dedicated office staff available Monday through Friday 9am to 4pm to assist you.
  • You can expect a notification when we arrive along with a daily report letting you know potty details, notes about the walk, time and duration of our visit and [nine times out of ten] frame-worthy photos of your pup(s).
  • All Chicago Pet Sitters dog walkers are fully vetted and trained in positive reinforcement methods and techniques.

Complimentary Services

  • Daily Walk Report
  • Water Refill
  • Feeding (upon request)
  • Belly Rubs
  • Playtime