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 your pup with a consistent walker for pre-set recurring walks. 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!

Service Area

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

Standard Recurring Walks

Standard 30-min

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

$27.50

Extended Recurring Walks

Extended 45-min

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

$41.25

Recurring Potty Breaks

Twice daily 20-min puppy or senior potty breaks

90-min arrival windows
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

$36.67 (per two visits)

Extra Long Recurring Walks

Extra Long 60-min

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

$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
Request up to 1pm day prior*, cancel up to 4pm day prior at no charge
Holidays: +$15/walk

$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
Request up to 1pm day prior*, cancel up to 4pm day prior at no charge
Holidays: +$15/walk

$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: 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 $25 surcharge.
*Weekend and Monday requests made same day or after 1pm on Friday carry a $25 surcharge.
Cancel at no charge up to 4pm the day prior

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 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