10 Best Gutter Cleaners in Chicago, IL

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Last Updated: February 25, 2025

Gutter cleaning can be a lengthy chore, one that a lot of homeowners put off. However, delaying gutter clearing can lead to excess damage, which rapidly escalates repair costs. Treat the job as necessary now to protect your most valuable investment.

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Top Pick
4.6/5
  • Great customer service
  • Diligent in educating customers
  • Transparent pricing
Most Durable
3.8/5
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Top 10 Best Gutter Cleaners in Chicago

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

HomeCraft Gutter Protection

HomeCraft Gutter Protection Logo

Our Rating

User Rating

41 Chestnut Ave, Westmont, IL 60559 (312) 878-3601 homecraftgutterprotection.com

Free assessment

Diligent in educating customers

Transparent pricing

Good customer service

Services Offered

Gutter repair
Downspouts
Inspection
Gutter installation
Maintenance and cleaning
Gutter guards

Dynico Roofing

Dynico Roofing Logo

Our Rating

User Rating

4547 Prime Pkwy, McHenry, IL 60050 (815) 385-2102 dynico.net

Transparent pricing

Good customer service

Free assessment

Diligent in educating customers

Services Offered

Inspection
Maintenance and cleaning
Soffit and fascia
Downspouts
Gutter installation

Storm Guard of Naperville

Storm Guard of Naperville Logo

Our Rating

User Rating

24137 111th St Unit C, Naperville, IL 60564 (630) 216-8297 stormguardrc.com

Good customer service

Diligent in educating customers

Free assessment

Services Offered

Inspection
Gutter installation
Gutter repair
Maintenance and cleaning

Anytime Roof Repair LLC

Anytime Roof Repair LLC Logo

Our Rating

User Rating

635 W Broadway St, Bradley, IL 60915 (815) 954-4436 anytimeroofrepair.com

Free assessment

Good customer service

Services Offered

Gutter installation
Inspection
Gutter repair
Maintenance and cleaning
Gutter replacement
Soffit and fascia

Roman's Roofing LLC

Roman's Roofing LLC Logo

Our Rating

User Rating

238 Main St, Hobart, IN 46342 (219) 838-9111 romansroofing.net

Diligent in educating customers

Free assessment

Transparent pricing

Services Offered

Soffit and fascia
Gutter guards
Inspection
Maintenance and cleaning
Gutter installation

JJ Roofing Contractors

JJ Roofing Contractors Logo

Our Rating

User Rating

1032 IL-19, Bensenville, IL 60106 (773) 818-2476 jjroofingcompany.com

Services Offered

Gutter installation
Maintenance and cleaning
Gutter replacement
Inspection

A.B. Edward Enterprises, Inc.

A.B. Edward Enterprises, Inc. Logo

Our Rating

User Rating

414 Mercantile Ct, Wheeling, IL 60090 (847) 827-1605 abedward.com

Transparent pricing

Free assessment

Diligent in educating customers

Good customer service

Services Offered

Gutter repair
Inspection
Gutter replacement
Gutter guards
Gutter installation
Maintenance and cleaning

AJ's Windows & Gutters/Roofing

AJ's Windows & Gutters/Roofing Logo

Our Rating

User Rating

1520 Artaius Pkwy Unit 7011, Libertyville, IL 60048 (847) 807-3840 ajswindowsgutters.com

Free assessment

Good customer service

Transparent pricing

Services Offered

Downspouts
Maintenance and cleaning
Soffit and fascia
Gutter installation
Gutter guards
Gutter repair

Gutter Wilson Gutters Installation Repair Cleaning

Gutter Wilson Gutters Installation Repair Cleaning Logo

Our Rating

User Rating

629 N Lotus Ave, Chicago, IL 60644 (312) 774-8837 gutterwilson.com

Transparent pricing

Free assessment

Services Offered

Gutter replacement
Maintenance and cleaning
Gutter guards
Gutter installation
Gutter repair
Seamless gutters
Downspouts
Soffit and fascia

The Brothers that just do Gutters Tinley Park, IL/ St John, IN

The Brothers that just do Gutters Tinley Park, IL/ St John, IN Logo

Our Rating

User Rating

15547 S 70th Ct, Orland Park, IL 60462 (708) 549-0065 brothersgutters.com

Free assessment

Good customer service

Diligent in educating customers

Services Offered

Gutter installation
Gutter repair
Seamless gutters
Soffit and fascia
Gutter guards
Gutter replacement
Maintenance and cleaning
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on gutter cleaners to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

Why Is Gutter Cleaning Important?

Regular gutter cleaning lessens damage to homes, and prevents debris from accumulating, which can block the gutters over time. Overflowing gutters can deteriorate sidings, foundations, and greenery.

Habitual cleaning bolsters the lifespan of gutters, as clean systems resist warping, fracturing, or corroding over time. Preserving their integrity can save you money over time.

Cost of Gutter Cleaning Services in Chicago

The typical cost for gutter cleaning services in Chicago comes out to $1.18 per linear foot. Since most properties have 200 feet of typical guttering, the cost will likely only increase if a multi-storied property needs special gear to access all areas.

ProjectEstimated Cost
Gutter Cleaning$1.18 per sq ft
Gutter Installation$4.09 per sq ft

How To Choose a Gutter Cleaning Service

Assess Their Experience

Seek out a provider that’s been in business for at least a few years. The more experience a gutter technician has in their field, the swifter and more adeptly they’ll be able to clean your gutters. If your house has a unique layout that makes navigation difficult, ensure with the prospective company that it has tackled projects in homes like yours prior to this job.

Check Licensing and Insurance

We recommend confirming that a gutter cleaning company has a state-issued business license via the Illinois State Licensing website. Make sure to check for sufficient coverage to cover potential onsite incidents. This safeguards your assets if a worker is hurt on your property.

Read Customer Reviews

The reliability of gutter cleaning companies can be evaluated by customer reviews on platforms like Trustpilot, the Better Business Bureau (BBB) website, and Google Reviews. Choose a company that has mainly positive feedback. If you find complaints, evaluate how transparently the companies addressed problems.

Compare Multiple Quotes

Get quotes from several gutter cleaning providers for proposals on the work you need done. Assess and compare the bids to locate the best value, and remain wary of providers offering abnormally low pricing, which may signify unsatisfactory service.

Frequently Asked Questions About Gutter Cleaning in Chicago, IL

Signals you should clean your gutter system include drooping gutters, leakage, and cracking. If the issue seems worse than you thought, replacing your gutters may be necessary.

You should clean out the gutters around your property at least two times per year. You should clean them more regularly if your property has many trees or if heavy winds blow debris into your gutter system.

The ideal times for gutter cleaning are early spring and late autumn, as a great deal of debris collects in your gutters during these seasons. Cleaning during those months also helps avoid outdoor labor in the hottest or coldest weather.

Yes, even with gutter guards installed, you should service your gutters regularly. The shields can cut back the need for gutter clearing to annually, but no accessory eliminates the need entirely.

A gutter cleaning company can clean your gutters in around two to four hours, based on your home’s size and the necessary maintenance. Handling the task as a DIY job will likely require more time.

Other Chicago, IL Home Services

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