Windy City Gutter Cleaning
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Windy City Gutter Cleaning
Have you checked "gutter cleaning" off your list? Gutters are an integral piece of your home's well-being and serve to control the flow of rainwater to protect your roof, walls, foundation and landscape. But when neglected, gutters can turn from a necessity to a nightmare. Our licensed and insured team has been relied on for years to maintain gutters all across Chicagoland.

We'll be sure to earn your trust too. Conveniently schedule your cleaning service online, wait for your confirmation of service and quote (< 24 hours), then sit back while we do what we do best! For property owners, keeping your gutters clean is an important maintenance task that if neglected, can cause serious damage to your home or business.

Very simple appointment process. Shannon personally answered the phone calls (which is nice) and gave me a basic quote over the phone. His prices were comparable to others, but he was recommended to me, so I went with him. Shannon was very prompt, professional and competent. I would recommend Shannon and use him again in the future.
Services
If you need an estimate, it is free and has no obligations. Just fill out the form and we will send you back a price. You can choose to respond anytime after to order if you wish, or not. We will never give out your info to anyone and will only email you special offers a couple times a year. Gutter Cleaning, Power Washing and Gutter Repair require an estimate, however our other services do not.
Request an estimate for your service online, receive a price, confirm, fill out payment link (used for processing payment after service) and we will place you in our rotation and provide you with a start date. We will be out within 1-14 days from your start date, weather permitting*. Once you receive your quote and are ready to place an order, just respond to your email.
For property owners, keeping your gutters clean is an important maintenance task that if neglected, can cause serious damage to your home or business. Perhaps the most common ailment to uncleaned gutters is a leak. Easily found and repaired during routine cleanings, a leak that goes unfixed can cause major damage to your home and even the gutter itself.
Reviews (12)
Laura L.
Laura L.
Jul 05, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
I have used Windy City the last 2 years to clean my gutters. I have been very happy with their service. They always do a great job.
Service: Gutter cleaning
Laura Elizabeth
Laura Elizabeth
Jul 03, 2021
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Positive: Professionalism, Punctuality, Value
We've had our gutters cleaned several times and recently had our windows washed. The teams they send are always friendly and do quality work.
Services: Gutter cleaning, Window cleaning
J. B. Realty
J. B. Realty
Jul 01, 2021
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Positive: Professionalism, Punctuality, Responsiveness
Awesome company and great quality of service. They are professional, responsive and a company that you can count on.
Service: Gutter cleaning
Rosanne Plescia
Rosanne Plescia
Jun 27, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
We have used Windy City for several years and have always found them to be responsive and on time. We appreciate their professional services and have been very satisfied with their service.
Service: Gutter cleaning
John Chiczewski
John Chiczewski
Jun 20, 2021
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I tried using their service made several calls never got a callback,put in for an estimate I did get an estimate back in a timely manner and an email saying that I would pay online one services were done, I then got an email back four days later saying I did not put my information in they wanted my credit card information my banking information in my routing information prior to doing business with them this seems unacceptable to me. Tried calling them several more times leaving my phone number and my name and never a response. I had to go use a different service.
Carlos Velez
Carlos Velez
Jun 19, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
Windy City Gutter cleaning is the best. They do a great job every time I use them. Setting up an appointment is very easy and the owner is there to answer any questions you may have. I have used them a few times and will continue to do so. I highly recommend them to anyone looking for reasonably priced gutter cleaning.
Service: Gutter cleaning
Debra Martinez
Debra Martinez
Jun 17, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
I’ve used this company since they were called Gutter Monkeys so for the last 10 years at least. I have had zero issues. I’ve always found them to be dependable and responsive when I’ve reached out for assistance. 10/10 recommend.
Service: Gutter cleaning
Ellen Worsdall
Ellen Worsdall
Jun 04, 2021
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Positive: Professionalism, Quality, Responsiveness
Great company. Super reliable and professional. I only use them for my gutters!
Service: Gutter cleaning
Marie Tyse
Marie Tyse
Mar 18, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
I have used Windy City Cleaning for a number of years. They provide superior service in a timely manner at very reasonable prices. I am pleased with their work and highly recommend them.
Services: Gutter cleaning, Power/pressure washing
Benjamin Glick
Benjamin Glick
Dec 02, 2020
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Positive: Professionalism, Punctuality, Quality, Responsiveness
Windy City has been cleaning our gutters for years. Our Victorian house has a challenging roof, but they always do a great job. They are also responsive and reliable—if a freeze prevents a cleaning, they find a time to get here when the weather permits. Excellent service, reasonable prices.
Service: Gutter cleaning
Angela O'Brien
Angela O'Brien
Jun 13, 2019
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Never showed up. They stated they would be here within 14 days, and nothing. Contacted the company and they then noted that they would expedite the request, and be here within 4 days, and still no-show. Very disappointing
Pamela Bauer
Pamela Bauer
Jun 26, 2018
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Fast -neat - they do a great job and they don't charge an arm and a leg!