It's Gutter Season!

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.


You Can Count On Our Gutter Cleaning Pros

We're Proud to be a Family-Owned Business Since 2003

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.

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We Make Cleaning Your Gutters Easier Than Ever Before

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!

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Experts Recommend Gutter Cleaning
Bi-Annually or More

For property owners, keeping your gutters clean is an important maintenance task that if neglected, can cause serious damage to your home or business.

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Windy City Clients Are Always Blown Away

Shannon’s (the owner) team did a fantastic job on our building this season. I booked with them and within 2 hours, they were already out there cleaning the gutters. I didn’t even have to go to the building! Fast, professional, and reasonably priced company. Can highly recommend.

Jennifer M.

Chicago, IL

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.

Mary M.

Chicago, IL

I contacted Shannon on the 3rd of March, and he explained to me what needed to be done, his schedule (to level set availability), and an estimated price. He got back to me with a firm date to perform the work. The job was done quickly and professionally, and matched exactly what we discussed.

Michael D.

Chicago, IL

Job was scheduled for and completed on Aug 19 by Shannon and Josh. We are very satisfied with their timeliness and quality of the work and they showed us pics of the before and after so we knew exactly what we were getting. We would recommend to others. Thank you.

David E.

Chicago, IL

Windy City Gutter Cleaning

Windy city Gutter cleaning is Chicago’s Premier Gutter cleaning Company. Windy City has been servicing Chicago-land Gutter cleaning needs for over 10 years.
We clean Chicago gutters when its dry, we clean Chicago gutters when it’s wet. We clean Chicago Gutters when it’s cold (but Not freezing or snowing). We clean Chicago Gutters when it’s Warm. We clean gutters all year round as long as the weather permits…
There is nothing more that we love than cleaning gutters in Chicago. And don’t worry we are fully licensed and insured!
Coincidentally Gutter Monkeys favorite Rock band to listen to while cleaning gutters… Chicago.