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TRUSTED BY OSWEGO, IL HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon741
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Oswego

"He was extremely expensive and extremely lazy. He left the place a mess and had to be asked just to do the basics."

Tom C on March 2025

We offer quality and affordable pressure washing, window washing and gutter cleaning services snow removal

"He was extremely expensive and extremely lazy. He left the place a mess and had to be asked just to do the basics."

Tom C on March 2025


Avatar for Prime Time Window & Gutter Cleaning Inc

Prime Time Window & Gutter Cleaning Inc

1806 W Cuyler Ave
3.77(
372
)
Approved Pro

Prime Time Window & Gutter Cleaning Inc

1806 W Cuyler Ave
3.77(
372
)
Approved Pro
Customers say: Quality work
252 local quotes requested
29 years of experience

Over 50,000 satisfied customers since 1996, we are the premier home improvement company in Chicago and the surrounding areas. Prime Time Window Cleaning provides the best residential home and commercial property services at the most competitive price. Our goal is to make each customer a raving fan and to earn not only their business, but also that of their friends, neighbors, and relatives. If you are not satisfied with our service to your home, you simply do not have to pay! Contact Prime Time Window Cleaning for your window washer, Chicago services, as well as other exterior projects, such as gutter cleaning gutter repair power washing and soft washing. We look forward to helping your home look its best! Book an appointment today at 800-480-1360.

"DO NOT support this business, nor recommend their services! I ecently entrusted this business to clean my gutters. During the cleaning I was approached by one of their employees who indicated that a concrete resurfacing and sealing was needed underneath one of my gutter spouts. Due to the fact that I (like many of you) believed in their reviews, I had no reason to distrust this representative of the company. The employee (Cristobal Flores) quoted me a total price of $1600 for the job. To my dismay, this guy never completed the job, and I have not heard back after making NUMEROUS attempts at retrieving my money back. The owner has acknowledge this fraudulent act, and refuses to make this situation right. He denies that Flores works for his company, but admits he was "helping out" that day. Sounds like an employee to me! This business does not back their customers. Instead, allows their employees to side-hustle the customers, and we are left out to dry with no concerns of this victimization. More time is actually spent attempting to reverse negative reviews, when it seems that they are extremely warranted. BEWARE!"

Kal H on June 2025

Over 50,000 satisfied customers since 1996, we are the premier home improvement company in Chicago and the surrounding areas. Prime Time Window Cleaning provides the best residential home and commercial property services at the most competitive price. Our goal is to make each customer a raving fan and to earn not only their business, but also that of their friends, neighbors, and relatives. If you are not satisfied with our service to your home, you simply do not have to pay! Contact Prime Time Window Cleaning for your window washer, Chicago services, as well as other exterior projects, such as gutter cleaning gutter repair power washing and soft washing. We look forward to helping your home look its best! Book an appointment today at 800-480-1360.

"DO NOT support this business, nor recommend their services! I ecently entrusted this business to clean my gutters. During the cleaning I was approached by one of their employees who indicated that a concrete resurfacing and sealing was needed underneath one of my gutter spouts. Due to the fact that I (like many of you) believed in their reviews, I had no reason to distrust this representative of the company. The employee (Cristobal Flores) quoted me a total price of $1600 for the job. To my dismay, this guy never completed the job, and I have not heard back after making NUMEROUS attempts at retrieving my money back. The owner has acknowledge this fraudulent act, and refuses to make this situation right. He denies that Flores works for his company, but admits he was "helping out" that day. Sounds like an employee to me! This business does not back their customers. Instead, allows their employees to side-hustle the customers, and we are left out to dry with no concerns of this victimization. More time is actually spent attempting to reverse negative reviews, when it seems that they are extremely warranted. BEWARE!"

Kal H on June 2025


Avatar for F and A Window Cleaning

F and A Window Cleaning

461 Ann St
5.00(
25
)
Approved Pro

F and A Window Cleaning

461 Ann St
5.00(
25
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
87 local quotes requested

When you call F & A Window Cleaning, Alex or Federico will be the ones answering the phone and going to your home to ensure everything is done right. With a combined experience of over 30 years servicing all of Chicagoland area, we can handle any job from window cleaning, gutter cleaning and pressure washing. We take pride in what we do! F and A Window Cleaning provides the best residential home services at the most competitive price. Our goal is to make each customer a raving fan and to earn not only their business, but that of their friends, neighbors and relatives.

"Professional and great service! Would hire again."

Christina S on September 2023

When you call F & A Window Cleaning, Alex or Federico will be the ones answering the phone and going to your home to ensure everything is done right. With a combined experience of over 30 years servicing all of Chicagoland area, we can handle any job from window cleaning, gutter cleaning and pressure washing. We take pride in what we do! F and A Window Cleaning provides the best residential home services at the most competitive price. Our goal is to make each customer a raving fan and to earn not only their business, but that of their friends, neighbors and relatives.

"Professional and great service! Would hire again."

Christina S on September 2023


Avatar for Bubbles Window Washing & Gutter Cleaning

Bubbles Window Washing & Gutter Cleaning

2037 W Belle Plaine Ave
4.59(
1,056
)
Approved Pro

Bubbles Window Washing & Gutter Cleaning

2037 W Belle Plaine Ave
4.59(
1,056
)
Approved Pro
Customers say: Quality work
159 local quotes requested
22 years of experience

Bubbles Window Washing & Gutter Cleaning specializes in window washing, gutter cleaning, and pressure washing services, and has been serving the Chicagoland area for 20 years! Our up-front, accountable service guarantees that you will be blown away not only by our professionalism, but by our expert service. Our window washers, gutter cleaners, and power washers have all been trained directly to company specifications and have years of experience in the field. Their training gives them an unmatched attention to detail and the quality of each service reflects this. We are licensed, bonded, and insured to make sure that your home and your interests are protected above all else. Because of our dedication to superior service, we have been the recipients of the Angie's List Super Service Award since 2008! When you choose Bubbles Window Washing & Gutter Cleaning, you choose the company trusted by your friends, family, and neighbors. Contact us today to receive your free quote!

"I highly recommend Bubbles Window Washing and Gutter Cleaning. I called them to schedule service to clean all my windows (inside and out), screens and tracks. They were able to schedule me for the next morning. Domingo arrived at my home promptly and was extremely courteous and very thorough. My windows have never been cleaner and I will be using them again in the Spring and Fall of next year."

Amy N on September 2025

Bubbles Window Washing & Gutter Cleaning specializes in window washing, gutter cleaning, and pressure washing services, and has been serving the Chicagoland area for 20 years! Our up-front, accountable service guarantees that you will be blown away not only by our professionalism, but by our expert service. Our window washers, gutter cleaners, and power washers have all been trained directly to company specifications and have years of experience in the field. Their training gives them an unmatched attention to detail and the quality of each service reflects this. We are licensed, bonded, and insured to make sure that your home and your interests are protected above all else. Because of our dedication to superior service, we have been the recipients of the Angie's List Super Service Award since 2008! When you choose Bubbles Window Washing & Gutter Cleaning, you choose the company trusted by your friends, family, and neighbors. Contact us today to receive your free quote!

"I highly recommend Bubbles Window Washing and Gutter Cleaning. I called them to schedule service to clean all my windows (inside and out), screens and tracks. They were able to schedule me for the next morning. Domingo arrived at my home promptly and was extremely courteous and very thorough. My windows have never been cleaner and I will be using them again in the Spring and Fall of next year."

Amy N on September 2025


Avatar for JB Deck and Fence Renewal

JB Deck and Fence Renewal

4.50(
62
)
Approved Pro

JB Deck and Fence Renewal

4.50(
62
)
Approved Pro
Customers say: Terrific value
119 local quotes requested
6 years of experience

**WE DO NOT DO MAJOR REPAIRS OR BUILDS** JB Deck and Fence Renewal your premiere choice for all your interior and exterior painting and staining services! Locally operated in Elgin IL and family owned, we are committed to providing superior finishes, with a friendly client centered approach. Our services include: Deck Sealing – Patio/Concrete Sealing and Washing – Gazebo or Pergola Sealing – Fence Painting – Exterior Painting - Gutter Cleaning. **WE DO NOT DO MAJOR REPAIRS OR BUILDS** In a nutshell, if you have a portion of your home that needs a revamp, we’re here and happy to help. Give us a call or text today for a free estimate on your next project! **WE DO NOT DO MAJOR REPAIRS OR BUILDS**

"Working with JB Deck and Fence was a great experience. Samantha responded promptly to my request for a quote and gave us a detailed estimate. She was very helpful with her knowledge of staining options. The job was started on time, performed professionally, and looks amazing."

Kevin D on August 2025

**WE DO NOT DO MAJOR REPAIRS OR BUILDS** JB Deck and Fence Renewal your premiere choice for all your interior and exterior painting and staining services! Locally operated in Elgin IL and family owned, we are committed to providing superior finishes, with a friendly client centered approach. Our services include: Deck Sealing – Patio/Concrete Sealing and Washing – Gazebo or Pergola Sealing – Fence Painting – Exterior Painting - Gutter Cleaning. **WE DO NOT DO MAJOR REPAIRS OR BUILDS** In a nutshell, if you have a portion of your home that needs a revamp, we’re here and happy to help. Give us a call or text today for a free estimate on your next project! **WE DO NOT DO MAJOR REPAIRS OR BUILDS**

"Working with JB Deck and Fence was a great experience. Samantha responded promptly to my request for a quote and gave us a detailed estimate. She was very helpful with her knowledge of staining options. The job was started on time, performed professionally, and looks amazing."

Kevin D on August 2025


Avatar for JCV Landscape

JCV Landscape

5.00(
12
)
Approved Pro

JCV Landscape

5.00(
12
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
192 local quotes requested

Landscaping business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!

"They did the BEST job. Would call them again!"

Earlene L on April 2025

Landscaping business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!

"They did the BEST job. Would call them again!"

Earlene L on April 2025


Avatar for Cenicero's Construction, Inc.

Cenicero's Construction, Inc.

1857 Brighton Circle
5.00(
1
)
Approved Pro

Cenicero's Construction, Inc.

1857 Brighton Circle
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
6 years of experience

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We have many years of experience to give you confidence that we are your number one choice for your next home project. You will find us to be competitively priced with close attention to the details. We look forward to building a lasting relationship and guarantee your satisfaction!

"N/A"

Manuel A on October 2020

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We have many years of experience to give you confidence that we are your number one choice for your next home project. You will find us to be competitively priced with close attention to the details. We look forward to building a lasting relationship and guarantee your satisfaction!

"N/A"

Manuel A on October 2020


Avatar for Guttermost Pros

Guttermost Pros

2809 Cantore Road
5.00(
12
)
Approved Pro

Guttermost Pros

2809 Cantore Road
5.00(
12
)
Approved Pro
21 local quotes requested
3 years of experience

Guttermost Pros LLC proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!

"Roy is a true professional! Highly recommend Guttermost for all your gutter and cleaning needs. "

Tony S on October 2025

Guttermost Pros LLC proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!

"Roy is a true professional! Highly recommend Guttermost for all your gutter and cleaning needs. "

Tony S on October 2025


Allproroofingservices

167 E Goebel Dr
5.00(
1
)

Allproroofingservices

167 E Goebel Dr
5.00(
1
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

APR Roofing Services is your locally owned and operated roofing construction company in Chicago, IL. Since our incorporation as APR Contracting, LLC, our goal has been and continues to be providing incomparable roofing services. The quality of our work and our attention to detail is unmatched. We pride ourselves on being the best value for our customers, providing affordable roofing solutions and unmatched craftsmanship. Our professional team has Installed and repaired 100's of Commercial & Industrial Roofs. We have experience with commercial & industrial roofing, residential properties, and multi-story buildings. We have a wide variety of roofing solutions available to choose from, which ensure maximum efficiency for your all your roofing needs.

"Ashton Miller from APR roofing services was very professional and guided me step-by-step on how he would do the project, me and my fiancé agreed with the price and decided to schedule the work. The work was completed upon due date on time. And cleaned up after nicely. Went smooth, highly recommend"

Mia W on March 2025

APR Roofing Services is your locally owned and operated roofing construction company in Chicago, IL. Since our incorporation as APR Contracting, LLC, our goal has been and continues to be providing incomparable roofing services. The quality of our work and our attention to detail is unmatched. We pride ourselves on being the best value for our customers, providing affordable roofing solutions and unmatched craftsmanship. Our professional team has Installed and repaired 100's of Commercial & Industrial Roofs. We have experience with commercial & industrial roofing, residential properties, and multi-story buildings. We have a wide variety of roofing solutions available to choose from, which ensure maximum efficiency for your all your roofing needs.

"Ashton Miller from APR roofing services was very professional and guided me step-by-step on how he would do the project, me and my fiancé agreed with the price and decided to schedule the work. The work was completed upon due date on time. And cleaned up after nicely. Went smooth, highly recommend"

Mia W on March 2025


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Gutter Cleaning questions, answered by experts

One of the biggest causes of gutter leaks is clogged gutters. If your gutters are full of debris and leaves, water will back up and eventually overflow outside of the gutter. Other common causes of gutter leaks include loosened gutter fasteners, faulty gutter slopes (sagging gutters), separated joints, and cracks or holes.

While you can clean your gutters without geting on a ladder, you won't know just how well you're cleaning them without the use of a telescopic water pole. Some ways to clean gutters from the ground include using telescopic cleaning tools and a leaf blower extension, wet/dry vacuum extension, pressure washer, or garden hose with a curved end.

If you’re not interested in digging up your yard, but you still need to direct water away from your house, another option is to extend your downspouts further out into the yard. Two methods to do this are:

  • Adding a splashguard. This is the simplest method. You can purchase a splashguard at your local hardware store and place it under your downspout. This will act as a funnel to direct water away from your house.

  • Add downspout extension at the end. You can also add an additional downspout to the end of the “elbow” as a way to extend the water further out into your yard. Some hardware stores sell downspouts with a flexible extension that you can maneuver around your yard.

The above alternatives are great options if your gutters are above a slab foundation that you wouldn’t want to dig up. One downside to these methods is if your yard slopes back upwards to your home, then the water won’t actually flow away. In which case, burying your downspouts if the best option to avoid flooding and water damage to your home.

Gutter guards can effectively reduce debris buildup and minimize maintenance, but if you don't get the right type for your house, you can run into issues. Some types of guards can clog with small debris like pine needles, which require occasional cleaning. High-quality guards may be expensive, and improper installation can impact water flow. Certain guards may not perform well in heavy rain, causing water to overshoot the gutter.

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

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The Oswego, IL homeowners’ guide to gutter cleaning services

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