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Windy City Dog Walkers

Dog walker · Chicago, IL · reviewed since 2014

How the Experts Score is calculatedEach factor is scored 0–100 on absolute terms (standing in the category can only raise it), then weighted; problems flagged in review highlights or a recent slide in ratings are subtracted:Satisfaction 55%93+50.7Reliability 24%90+21.8Value 14%100+14.1Replies to reviews 7%44+3.1Experts Score= 90Grade A: A = 80+, B = 60–79, C = 40–59, D = 20–39. Needs 10+ reviews.90SCORE
AGradeLetter from the Experts Score: A = 80+, B = 60–79, C = 40–59, D = 20–39, F = under 20.
#33 of 59 dog walkersPosition by Experts Score among all companies we track in this category. · better than 45%
4.9 ★★★★★ 264 Google reviews · 14 photos
96%five-star reviews
5.00★last 12 monthsAverage stars on reviews from the last 12 months only.
1.3%1–2★ in 2 yearsShare of 1–2★ reviews in the last 24 months — or the 20 newest reviews when the company had fewer than 20 in that time.
1%reviews answered by the owner
Nov 2026latest review

Windy City Dog Walkers at a glance

  • Google rating: 4.9 out of 5 from 264 reviews (96% five-star).
  • Reviews on this page: 264 Google reviews (250 with written comments, 28 with photos).
  • Owner responses: the business replied to 1% of reviews.
  • Most recent review: November 2, 2026.
  • Service: Dog Walker serving Chicago, Illinois.

Data from Google, last updated November 3, 2026.

Score profile vs other dog walkers

Score per factor (100 = best)Each factor is scored 0–100 on absolute terms (star average, share of 1–2★ reviews, price verdicts…); standing within the category can only raise it, never lower it.. Strongest: craft & service and value; weakest: replies to reviews.

Satisfaction93Reliability90Craft & service100Value100Momentum100Replies to reviews44Satisfaction: 93 (median 93)Reliability: 90 (median 86)Craft & service: 100 (median 99)Value: 100 (median 100)Momentum: 100 (median 100)Replies to reviews: 44 (median 61)
Windy City Dog WalkersDog Walkers median0 = centre, 100 = best
SatisfactionSatisfaction · 54% of the scoreRecency-weighted star average (2-year half-life), shrunk toward the category mean by review volume; the company’s own lifetime average as the prior; absolute: 4.0★ = 0, 5★ = 100.Windy City Dog Walkers: 93/100 on this factor. Category median: 93.A
93
ReliabilityReliability · 24% of the scoreHow rarely jobs go badly: share of 1–2★ reviews — 60% the last 24 months (or the 20 newest if fewer), 40% all-time; 0% = 100, 15%+ = 0; the category percentile can only raise it.Windy City Dog Walkers: 90/100 on this factor. Category median: 86.A
90
Craft & serviceCraft & service · penalty only, up to −10 pointsGoogle review highlights: Quality, Professionalism, Responsiveness, Punctuality — how rarely reviewers flag them as a negative, per review since highlights began; 0% = 100, 5%+ = 0. Subtracted from the score (up to −10), never averaged in — clean highlights are the norm, not a bonus.Windy City Dog Walkers: 100/100 on this factor. Category median: 99.A
100
ValueValue · 14% of the scoreCustomers’ own price verdicts (Great / Reasonable vs Overpriced) and Value highlights; 65% absolute (all “reasonable” ≈ 80, “great” = 100), the category percentile can only raise it.Windy City Dog Walkers: 100/100 on this factor. Category median: 100.A
100
MomentumMomentum · penalty only, up to −10 pointsPenalises only a real slide: last-12-month average below lifetime (−0.5★ = 0). Still 4.8★+ over the last year, or steady/improving = 100. Subtracted from the score (up to −10), never averaged in.Windy City Dog Walkers: 100/100 on this factor. Category median: 100.A
100
Replies to reviewsReplies to reviews · 7% of the scoreHow often the owner publicly replies to reviews under 5★ (1–4★). Needs 3+ such reviews, otherwise not counted; 65% absolute (80%+ replied = 100), the category percentile can only raise it.Windy City Dog Walkers: 44/100 on this factor. Category median: 61.C
44

Bar = this company · dark tick = category median.

Star ratings

264 Google reviews we collected

  • 5 stars25496%
  • 4 stars42%
  • 3 stars21%
  • 2 stars10%
  • 1 star31%

Praise vs complaints

Phrases our text analysis found in 250 written reviews

  • Praise46097%
  • Complaints153%

PriceGoogle asks reviewers whether the price was great, reasonable or overpriced; these are their answers.

Price verdicts customers left with their Google review

  • Great price1745%
  • Reasonable2155%
  • Overpriced00%
  • Not sure00%

Topic share

How often each topic comes up in the written reviews

  • Staff & attitude10021%
  • Would recommend9520%
  • Speed & response8618%
  • Communication6714%
  • Quality & results5311%
  • Honesty & trust5311%
  • Price & value214%

What customers talk about

We read 250 written reviews and marked every phrase about these topics. The same colors are highlighted in the reviews.

  • “Jesse has been awesome with being patient with our dog, and very knowledgable walking a very dog and child reactive dog.”
    “This owner seems very unprofessional and looks to blame the customer vs taking ownership for the mistakes of his staff.”
  • “I definitely recommend this team of professional dog walkers!”
    “Would recommend you look else where due to reliability.”
  • “They are very responsive to last minute changes and are very accommodating.”
  • “They’re communicative, flexible, and easy to work with.”
  • “We have been with Windy City Dog walkers and have had a great experience with our walker and communication.”
    “And if my walker is sick or not working, they always send a backup walker so I don’t have to scramble to find someone!”
  • “She has a lot of trouble learning to trust new people and strangers, but the dog walker was very patient and understanding.”
  • “They also offer great value for the quality of care they provide.”

People customers mention

  • Tony 8 reviews
  • Michael 7 reviews
  • Ali 3 reviews
  • Jackie 3 reviews
  • Jesse 3 reviews

praise complaint · found by our text analysis, Google review wording unchanged.

Reviews for your job

Customers hired Windy City Dog Walkers for 2 kinds of job. Pick one to see what they paid and said.

Recent reviews

Lindsey4 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 12 hours ago★★★★★

Windy City Dog Walkers is such an incredible company to work with! Ania takes such great care of my girl, Cami. She provides the best updates after she walks Cami, goes above and beyond to do extra without me asking, and is flexible when I have had to change the schedule due to work conflicts. Everyone I have talked to is so supportive!

Reasonable priceDog walking
Tony8 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · a week ago★★★★★

I’ve used their dog walking services for a few years. They’re communicative, flexible, and easy to work with. I always know Sammy is in good hands. Highly recommend!

Reasonable priceDog walking
Sean2 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 2 weeks ago★★★★★

We have been with Windy City Dog walkers and have had a great experience with our walker and communication. We have had two walkers and both have been amazing with our reactive dog. Jesse has been awesome with being patient with our dog, and very knowledgable walking a very dog and child reactive dog. He and the…

Reasonable priceDog walking
Alexandra3 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 3 weeks ago★★★★★

Windy City Dog Walkers has been a godsend for our pup! The communication and consistency have been key for our anxious gal and we have the utmost confidence that she is being cared for every time she is with them. Our regular walker has also been so great helping us out with a couple of emergencies. Couldn't recommend more highly!

Reasonable priceDog walkingDog sitting (in-home)
Ashley5 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · a month ago★★★★★

We’re so grateful for our dog walker, Audrey. She is professional, reliable, and very flexible. She is fantastic at working with our large Saint Bernard, who is generally well behaved but requires management to avoid aggressive behaviors. She has been patient and ready to work with him! We don’t know how we’d get…

Great priceDog walking
Zbigniew5 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 2 months ago★★★★★

Windy City is great. We had a lot of trouble finding a dog walker that was patient enough to get to know our reactive dog. She has a lot of trouble learning to trust new people and strangers, but the dog walker was very patient and understanding. We've been using them for years and they have been a life saver. Would definitely recommend.

Great priceDog walking

Photos

Customer reviews

4.9 ★★★★★ 264 reviews on Google · rating breakdown

Reviews from Google, shown as published (original wording, unedited).

Jobs customers hired them for — from Google's service tags and the review text
Team members customers mention
Filter by topic — each topic is highlighted in the reviews in the same color
Lindsey Vierow4 reviewsTotal number of Google reviews Lindsey has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Windy City Dog Walkers is such an incredible company to work with! Ania takes such great care of my girl, Cami. She provides the best updates after she walks Cami, goes above and beyond to do extra without me asking, and is flexible when I have had to change the schedule due to work conflicts. Everyone I have talked to is so supportive!

  • Price assessment: Reasonable price
  • Services: Dog walking
Tony Besse8 reviewsTotal number of Google reviews Tony has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

I’ve used their dog walking services for a few years. They’re communicative, flexible, and easy to work with. I always know Sammy is in good hands. Highly recommend!

  • Price assessment: Reasonable price
  • Services: Dog walking
Sean Goldner2 reviewsTotal number of Google reviews Sean has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

We have been with Windy City Dog walkers and have had a great experience with our walker and communication. We have had two walkers and both have been amazing with our reactive dog. Jesse has been awesome with being patient with our dog, and very knowledgable walking a very dog and child reactive dog. He and the office members are very great at communicating about the walks. The app is helpful in letting us schedule especially when we have varying schedules. Would definitly reccomend Windy City Dog Walkers.

  • Price assessment: Reasonable price
  • Services: Dog walking
Alexandra Phelps3 reviewsTotal number of Google reviews Alexandra has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Windy City Dog Walkers has been a godsend for our pup! The communication and consistency have been key for our anxious gal and we have the utmost confidence that she is being cared for every time she is with them. Our regular walker has also been so great helping us out with a couple of emergencies. Couldn't recommend more highly!

  • Price assessment: Reasonable price
  • Services: Dog walking, Dog sitting (in-home)
Ashley McKendry5 reviewsTotal number of Google reviews Ashley has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

We’re so grateful for our dog walker, Audrey. She is professional, reliable, and very flexible. She is fantastic at working with our large Saint Bernard, who is generally well behaved but requires management to avoid aggressive behaviors. She has been patient and ready to work with him! We don’t know how we’d get through the week without her! We definitely recommend Windy City Dog Walkers!

  • Price assessment: Great price
  • Services: Dog walking
Zbigniew Bednarz5 reviewsTotal number of Google reviews Zbigniew has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Windy City is great. We had a lot of trouble finding a dog walker that was patient enough to get to know our reactive dog. She has a lot of trouble learning to trust new people and strangers, but the dog walker was very patient and understanding. We've been using them for years and they have been a life saver. Would definitely recommend.

  • Price assessment: Great price
  • Services: Dog walking
R R11 reviewsTotal number of Google reviews R has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

We have been using Windy City Dog Walkers for several years now and they take such great care of our dog Millie. They are very responsive to last minute changes and are very accommodating. The staff is very professional and kind, and Millie definitely loves her walker! I always look forward to the daily updates with photos. I definitely recommend this team of professional dog walkers!

  • Price assessment: Great price
  • Services: Dog walking
Jennifer Feld14 reviewsTotal number of Google reviews Jennifer has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Windy City Walkers is the absolute best! Ali has been truly incredible. They’re responsive, professional, and truly a life saver!

  • Price assessment: Great price
  • Services: Dog walking
Ashleigh HillLocal Guide · 27 reviewsTotal number of Google reviews Ashleigh has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

I used 3 different walkers with Windy City and they were all GREAT with my reactive dog. The company is very communicative and our walkers were all wonderful. I cannot recommend them enough.

  • Price assessment: Great price
  • Services: Dog walking
Ashley Orler13 reviewsTotal number of Google reviews Ashley has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

I regularly used Windy City Dog Walkers for walks for my dogs for over 10 years. They are wonderful! Very trust-worthy and they take such good care of the dogs. I appreciate their easy-to-use portal scheduling and payments. I highly recommend them!

Windy City Dog Walkers on Google Maps →

Business details