Chicago Dog Walking

Chicago Pet Sitters offers premium, flexible, tailored dog walking services in Chicago. We walk only one household at a time, and we pair your pup with a consistent walker* for pre-set recurring walks. Our walks are tailored to your pup’s specific needs! Each member of our team is thoroughly vetted, bonded and insured, and extensively trained in dog care and behavior. Our managers are on duty to support our walkers during all visits. You can trust that your pup is in excellent hands!
Let us prove our unmatched level of care with a lower introductory rate for 3 months!
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

Standard Recurring Walks

Standard 30-min

  • Various 2-hour arrival window options
  • Flexible schedule adjustment policies
  • Dedicated walker pairing*
  • Daily visit report with photos
  • Includes feeding, medication, and lots of belly rubs
  • Each additional pup: +$5/walk

Starting at $25!

Extended Recurring Walks

Extended 45-min

  • Various 2-hour arrival window options
  • Flexible schedule adjustment policies
  • Dedicated walker pairing*
  • Daily visit report with photos
  • Includes feeding, medication, and lots of belly rubs
  • Each additional pup: +$5/walk

Starting at $39!

Recurring Potty Breaks

Twice daily 20-min puppy or senior potty breaks

  • 90-min arrival windows
  • Flexible schedule adjustment policies
  • Dedicated walker pairing*
  • One mid-morning, one mid-afternoon
  • Excellent potty training support for pups up to 6 months
  • Thoughtful senior care for older pups

Starting at $17/visit!

Extra Long Recurring Walks

Extra Long 60-min

  • Various 2-hour arrival window options
  • Flexible schedule adjustment policies
  • Dedicated walker pairing*
  • Daily visit report with photos
  • Includes feeding, medication, and lots of belly rubs
  • Each additional pup: +$5/walk

Starting at $55!

Midday As Needed

Ad Hoc Midday Walks

30-min visit: $42
45-min visit: $63
60-min visit: $84

 

  • 3-hour arrival windows (10am-1pm & 1pm-4pm)
  • Visit report with photos
  • Includes walking, feeding, medication, and lots of belly rubs
  • Extremely flexible request and cancellation policies

$42+

After Hours As Needed

Ad Hoc After Hours Walks

30-min visit: Flexible $52.50 / Premium $65
45-min visit: Flexible $78.75 / Premium $97.50
60-min visit: Flexible $105  / Premium $130

 

  • 1-hour premium or 3-hour flexible arrival windows (8am-11am & 3pm-6pm)
  • Visit report with photos
  • Includes walking, feeding, medication, and lots of belly rubs
  • Extremely flexible request and cancellation policies

$52.50+

Additional Information

Keys

  • 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: For a small fee, we can have a team member pick up two sets of keys prior to your reservation and drop the keys off to you after your reservation.
  • Complimentary key return for discontinued service.

Late Requests and Cancellations

  • Cancel up to 4pm day prior with no charge
  • Late cancellations incur full visit charge
  • Request up to 1pm day prior for all Tuesday, Wednesday, Thursday, and Friday visits. Request up to 1pm Thursday for all Saturday, Sunday, or Monday visits.
  • Late requests incur $25/visit late request fee

Further Client Details

  • *Dedicated walker pairing with 3 or more pre-set recurring walks per week. When your primary walker has time off, another member of our team will be scheduled.
  • 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 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 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