Top-rated gutter cleaning pros.

Best gutter cleaning pros near Crestwood, IL

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Crestwood, IL?

Select your specific project to find the pro for you.

TRUSTED BY CRESTWOOD, IL HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon168
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Crestwood - Updated Nov 2026

Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,524
)
Gutters & Downspouts - Clean

Serving Crestwood, IL and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
3582 neighbors recently requested a quote
Avatar for Montes Roofing, LLC
Montes Roofing, LLC
4.5(
109
)
Gutters & Downspouts - Clean- For Business

Serving Crestwood, IL and surrounding areas

Approved

In business since 1970

Free estimates

Emergency services offered

At Montes Roofing, we don’t just build roofs—we build trust. From expert craftsmanship to a rock-solid commitment to excellence, our team delivers results you can see and feel from start to finish. Whether it’s a new installation or a repair, we take pride in doing it right the first time.\nGot questions? Reach out today—we’re here to help protect what matters most!\n

Roofing
Roofing
Roofing
Roofing
Roofing

+148

Response time2 days
253 neighbors recently requested a quote
Recommended by91%of homeowners
...
Showing 1-10 of 270
Gutter Cleaning FAQs, answered by experts

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

The Crestwood, IL homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.