Best Pick Reports
Best Gutter Cleaning Companies in Chicago, IL
Chicago, Illinois

Best Gutter Cleaning Companies in Chicago, IL

Find trusted gutter cleaning professionals serving Chicago. All contractors are independently researched and certified.

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

4
Recommended Pros
1k+
Verified Reviews
Locally FocusedResearch-VerifiedFree Service

4 Contractors

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

My Window Washing
Certified Best Pick

My Window Washing

4.8·151 reviews
Certified Pro

At My Window Washing, we work hard to bring you the highest level of satisfaction at a reasonable price. Our main goal is to provide customers with superior work and the best customer service. That's why our work is 100 percent guaranteed and all our technicians are clean, polite, and trained to get the job done right. My Window Washing cleans, inspects, and repairs gutters and downspouts as well as installs gutter guards for residential and commercial customers.

12th year as a Best Pick Insured
(847) 916-5356 View Profile
Amruss Inc. Home Improvement Company
Certified Best Pick

Amruss Inc. Home Improvement Company

4.9·262 reviews
Certified Pro

Amruss Inc. Home Improvement Company provides professional window washing, gutter cleaning, power washing, deck restoration, garage cleaning, caulking, and grout services. We offer fast, high-quality, and professional services with affordable pricing. We value every customer and strive to provide the best service possible. Amruss Inc. Home Improvement Company offers gutter cleaning, installation, repair, screening, and maintenance as well as window cleaning, pressure washing, roof cleaning, handyman services, snow plowing, and free estimates.

5th year as a Best Pick Insured Workers' Comp
(847) 481-5124 View Profile
Ned Stevens Gutter Cleaning
Certified Best Pick

Ned Stevens Gutter Cleaning

4.5·442 reviews
Certified Pro

For nearly 60 years, Ned Stevens has been cleaning, installing, and repairing rain gutters for our great customers. We are open 7 days a week, and we work hard to ensure quality and safety while always making sure the customer is happy. Ned Stevens Gutter Cleaning provides gutter cleaning, new gutter installation, and gutter repair as well as complete power washing services, window cleaning, dryer vent cleaning, underground drain snaking, chimney cap installation, and full mosquito and tick control services.

4th year as a Best Pick Insured Workers' Comp
(847) 282-4674 View Profile
Sparkle Service
Certified Best Pick

Sparkle Service

5.0·169 reviews
Certified Pro

We leave you spotless! Sparkle Service provides a wide range of cleaning services for residential clients, including gutters, interior and exterior windows, window screens, light fixtures and chandeliers, ceiling fans, mirrors, and solar panels.

3rd year as a Best Pick Insured Workers' Comp
(847) 881-8765 View Profile

Recent Project Requests in Chicago

Real homeowners looking for gutter cleaning in your area

Niles

"We are pretty sure one of our gutters on the backyard side of the house is clogged and so the melting snow/ice constantl..."

Dec 8, 2025
Chicago

"Gutter cleaning"

Aug 27, 2025
Wheaton

"Need cost to clean second floor gutters. Must remove by hand removal because gutters are full of maple seeds and I don’t..."

Jun 25, 2025
Roselle

"Ranch house that needs gutters cleaned and siding power washed"

May 21, 2025
Chicago

"We need gutters cleaned for our house and separate garage. We also need pop-up spouts/downspouts cleared/flushed. Thank..."

May 17, 2025
Chicago

"I would like the gutters cleaned and downspouts flushed. Also need a repair on a gutter leaking at the seam."

Nov 23, 2024
River Forest

"Gutter cleaning, possibly window washing, and maybe some caulking around windows."

Nov 22, 2024
Glencoe

"Gutter cleaning"

Nov 16, 2024
Glencoe

"Gutter cleaning"

Nov 15, 2024
Lombard

"Would like a quote for gutter cleaning - 2 story home."

Oct 3, 2024

Verified Reviews for Gutter Cleaning in Chicago

"They came out to clean the gutters, ran into a problem, explained what had to be done, came back out to correct (cleanup both times - excellent job w…"
Ned Stevens Gutter Cleaning
Review by LYNDA B. • Chicago, IL
"I've used My Window Washing for many years. They're always very professional and do such a great job! When I was in Real Estate I referred them to cl…"
My Window Washing
Review by O B. • Chicago, IL
"Everything was great. We have used Amruss Home Improvement many times. We will definitely use them in the future."
Amruss Inc. Home Improvement Company
Review by Verified Homeowner • Schaumburg, IL

Why Chicago Homeowners Prefer Best Pick Reports

Every Best Pick company in Chicago is independently researched and certified annually. We analyze thousands of customer reviews, verify licensing and insurance, and confirm each company meets our strict qualification standards.

01

Independent Consumer Research

We conduct extensive satisfaction surveys and analyze thousands of customer experiences annually.

02

Cannot Buy Placement

Companies earn Best Pick certification through performance alone. Only businesses with 80%+ recommendation rates qualify.

03

Re-Certified Every Year

Best Pick status isn't permanent. Every certified company must re-qualify annually.

04

$2,500 Guarantee

We stand behind our certified companies with a financial guarantee up to $2,500.

Certification Standards

How Chicago Gutter Cleaning Companies Earn Best Pick Certification

Only gutter cleaning companies that meet our strict standards earn Best Pick status.

Customer Satisfaction

Gutter Cleaning companies must maintain a 4.0+ rating and an 80% recommendation rate.

Licensing & Insurance

Current state contractor license verification and general liability insurance for gutter cleaning work

Business Stability

Minimum 1 year in business with established local presence

Verified State Standing

Maintain active business registration and in good standing with the state

Operational Excellence

Consistent gutter cleaning service quality across all projects

Annual Re-Certification

Must re-qualify every year through new research

Learn More About Our Research Process

Frequently Asked Questions

Common questions about Certified Best Pick® gutter cleaning companies in Chicago, IL

Best Pick Certified Gutter Cleaning companies in Chicago, IL have earned their status through independent consumer research—not paid placement. To qualify, a company must meet strict standards:

  • High customer satisfaction: 4.0+ Google rating (25+ reviews) OR 80%+ recommendation rate from surveyed customers
  • Verified credentials: Active state licenses, general liability insurance, and workers' comp (where required)
  • Financial stability: Clean credit history and active Secretary of State standing
  • Local track record: Minimum 1 year serving the Chicago, IL area

Certification is re-verified annually, ensuring continued performance.

No. Gutter Cleaning companies cannot buy Best Pick Certification, improved ratings, or better placement. Our research team independently evaluates companies based on customer satisfaction, licensing, insurance, and business stability—before any business relationship exists.

Companies that earn certification pay a participation fee after qualifying, which covers the cost of ongoing research and publication. This fee has no influence on whether a company qualifies or how they appear in our directory.

The Best Pick Guarantee provides financial protection—up to $2,500 in labor costs—if a Certified Best Pick Gutter Cleaning company fails to deliver on their commitments.

To be eligible:

  • Contact the company through Best Pick Reports or BestPickReports.com
  • Register for the guarantee (free)
  • Submit any claim within 45 days of the final date of service
  • Allow the company the opportunity to resolve the issue first

This guarantee applies only to Certified Best Pick companies, not Standard Pros. Full terms are available on our guarantee page.

When gutters become clogged to the point that they fill with water, or when water pools in gutters causing rust in sheet metal gutters, or when the weight of sitting water causes gutters to dislodge or bend.
Chicago gutter cleaning companies provide gutter cleaning and debris removal, downspout flushing and unclogging, minor gutter repairs, gutter guard and cover installation, roof and gutter power washing, window cleaning, and basic roof maintenance and repair services.
Best Pick Reports serves the Chicagoland metropolitan area across several counties including Cook County, Dupage County, Lake County, and Will County. Best Pick contractors serve many localities within this region including Chicago city proper, Naperville, Bolingbrook, Milton, Hanover, Maine, Skokie, Evanston, Arlington Heights, and Highland Park.