Pet Sitting
833 W Chicago Ave #206, Chicago, IL 60642, West Town (Wicker Park / Bucktown / Ukrainian Village)
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Checked 10 Oct 2026 · price listPrices as published by the place on the date shown. They can change - confirm before you book.
As the place states it on its own website.
Pet sitter in West Town (Wicker Park / Bucktown / Ukrainian Village), Chicago
Windy City Dog Walkers provides scheduled weekday dog walks, puppy visits, and cat care across Chicago neighborhoods. Its dedicated walkers offer in-home vacation visits and daily updates with photos and journals. The service is fully insured and bonded through Pet Sitters Associates.
Opening hours
Hours checked 10 Oct 2026 · source
pawenn summary of 16 Google reviews from April – October 2026
Pet owners consistently commend the professionalism, punctuality, and warmth of the dog walking team. Reviewers frequently mention individual walkers by name, praising their dedication and dependability across diverse Chicago neighborhoods. Clients emphasize feeling complete peace of mind knowing trustworthy walkers treat their dogs like family every weekday.
Clients express deep appreciation for the team's ability to handle special behavioral and medical requirements. Several reviewers highlight walkers who demonstrated immense patience with rescue dogs, leash reactivity, and nervousness around strangers. Senior dogs requiring gentle pacing and daily medication administration are also accommodated with attentive care.
Communication is widely highlighted as one of the service's strongest features. Clients praise the mobile portal and messaging system, noting that walkers send thoughtful summaries and action photos after every outing. Management is also commended for proactively informing owners about schedule adjustments and substitute walkers well in advance.
Yes, multiple clients emphasize that walkers are patient and skilled at managing leash reactivity, fear, and slow trust-building.
Walkers send detailed written recaps and photos through the mobile app immediately after completing each visit.
The company provides advance notice of substitute walkers and ensures seamless coverage without disrupting the pet's routine.
Yes, reviewers note that in-home sitting is available as a comfortable alternative to traditional boarding facilities.
Summary of public Google reviews; pawenn does not verify them.
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