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Roofers and Gutter Specialists in Chicago, IL

From tiling repairs to new guttering, find a Roofing Company on Houzz.

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Chicago / 50 mi
Roofing & Gutters
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Featured Reviews for Roofers and Gutter Specialists in Chicago, IL

Champion Roofing, Inc.
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars6 April 2020
“We hired Champion Roofing to fix a couple smaller issues with our roofing and siding. They were very professional and provided great quality work. Very timely in providing a quote all the way up to when they performed the work. We were very pleased and will definitely use them again for future projects!”
Optimal Copper Gutters & Roof Chicago
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars3 June 2022
“Optimal Copper was recommended to me by a friend from Chicago. They are an experienced team which can be seen from their work, equipment and the quality of the copper they use. Friendly customer service at every stage of the project.”
Siding & Windows Group Ltd
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars7 February 2014
“My wife and I own a small house in Logan Square, which has had old asbestos shingle siding since we bought it in 2011. We also wanted to replace our front windows, which were old and drafty. We received many bids, but the Siding and Windows Group was the standout. Bart (who coordinated the project) was incredibly helpful and explained a lot of ideas and prices without any "hard sell." The pricing of Siding and Windows Group was competitive, and their customer service is INCREDIBLE. The two workers who installed the windows and siding were polite, efficient, and did very good work. The difference between Siding and Windows Group and other contractors is night-and-day. Greg (the owner) came to the house several times to check on the project and check in with me (and this was not a large project, he is just very attentive and makes sure the job is done right). We are completely satisfied with the work done by Siding and Windows Group, and will recommend them to anyone and everyone in the future. Colin Chicago, IL”
BEST-4-U INC
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars18 April 2017
“best of all company. highly recommended them to all who are looking for professional company. They did good job. My roof looks beautiful”
Y Squared, INC
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars9 March 2023
“The team at Y Squared was the most professional I have ever worked with. They have done numerous jobs for remodel and renovation at my house. They were so good, I even brought them in to do work at my dad's house. Prices were some of the best I had been quoted and the quality of work was outstanding!”
HETMAN Gutters Installation
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars24 September 2021
“Thanks to Hetman Gutters my house look so much better now. The whole crew was friendly and responsive and they managed to install my new seamless gutters in one day. I definitely recommend this company.”
New Edge Improvement
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars3 June 2019
“I was lost looking for reliable roofing companies in Chicago, until I came across New Edge Roofing Company and got to work with them on repairing the vinyl roofing on my property. They were professional and helpful from start to finish – from helping me figure out exactly what work my building needed, to providing me an honest schedule and finishing the job on time, they were a breath of fresh air for any worried property owner. Definitely recommend them for others looking for the same.”
Dardon Roofing Ltd.
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars13 May 2017
“Mitchel was very helpful and knowledgable. The team was so professional and fast. Recently had my roof redone and the work looks amazing. I highly recommend them.”
A.B. Edward Enterprises, Inc.
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars28 January 2015
“Provided competitive quote, responded diligently to all requests, high quality service fitting the quality of the products. Flexible, reliable and professional attitude!”
Custom Installations
Roofers and Gutter Specialists in Chicago, IL
Average rating: 5 out of 5 stars28 October 2016
“Custom Installations did a great job of installing new copper gutters on a large custom home we built. We have used them many times in the past and will continue to use them.”
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Roofer or Gutter Specialist FAQs
Signs that your roof may need repair include:
  • Leakage signs such as water stains, damage, or dripping on the ceiling or walls could indicate a roof leak.
  • Cracked, loose or missing roof tiles.
  • A sagging or uneven roofline could signify structural issues.
  • Damaged or deteriorated flashing around chimneys, or separation from roof edges can lead to water penetration.
  • The presence of moisture or mould in the attic can indicate roof leaks or inadequate ventilation.
Just answer a few questions to get matched with a local Roofers.
Or browse through the list of trusted Roofers in Chicago on Houzz:
  1. See Chicago Roofers profiles, dive into their work photos and check out customer reviews.
  2. Reach out to the pro(s) you want, then share your vision to get the ball rolling.
  3. Request and compare quotes, then hire the Roofer that perfectly fits your project and budget limits.
There are 941 Roofers, registered on Houzz in Chicago.
Why Hire Builders on Houzz?
929Local Pros on Houzz Who Serve Chicago, IL
3,500+Total Number of Reviews Left by Homeowners
A home is more than a roof over your head, but you probably won’t feel that way when yours starts leaking. And if that clogged guttering isn’t dealt with, water ingress and structural damage could be just round the corner when our famous British weather kicks in. Don’t wait until you have an emergency on your hands – a beautiful new roof can really be the perfect finishing touch to your home and that smart new guttering won’t go unnoticed. And of course, with something this critical you wouldn’t want to trust anything less than an expert, so call in Chicago, IL roofers and gutter cleaning professionals for your re-roofing or guttering job.

Why should I hire Chicago, IL roofers to handle my roofing and guttering?


Although it may require some additional investment, working with roofing contractors will mean you have a reassuringly deep bank of knowledge to draw upon when it comes to what action is taken and which materials are most suitable. Do you need a full roof replacement or can it just be patched? Should you use EPDM proofing, invest in fibreglass roofing or consider metal roofing? Will the roof structure support your chosen roofing material? Do you need gutter cleaning or to have your gutters replaced? Roofers can also advise you on more specialist areas such as roof insulation and rainwater harvesting.

What roofing material should I choose?


There are a wide variety of materials available and your Chicago, IL roofers can help you decide which option is best. You might look at clay, slate or concrete tiles and your choice will depend on cost, the style of your home and the local roofing style. In the North West of the UK you will see a lot more slate tiling, whilst in the South East there is an abundance of clay roofs. If you are in a conservation area you may find that your choices are more limited and you may need to look for reclaimed tiles; local Chicago, IL roofing contractors will be knowledgeable in this area, so ask for their advice, too.

How do I find good Chicago, IL guttering specialists and roofers?


Search for Chicago, IL roofers and gutter cleaning specialists in the Find a Pro section of Houzz. Read their profiles, try to match their core skills with the problem in hand – some specialise in flat roof repair using roofing felt, others only work with roof tiles – and then see what previous customers have to say about their quality of service. Ask for personal recommendations from friends and family. Ideally your shortlisted roofing and gutter specialists or experts are members of the National Federation of Roofing Contractors (NFRC), the Guild of Master Craftsmen or the Federation of Master Builders (FMB). Each trade organisation demands a high level of expertise and imposes a code of conduct on its members. TrustMark is a government-endorsed scheme that independently assesses tradespeople and allows you to lodge a complaint if necessary – look out for that. Call them round for a consultation and make sure you request a written quote. Cheapest is not necessarily the best; more importantly, who can you work with?

Important questions to ask before hiring Chicago, IL roofers or gutter cleaning specialist


  • How long have you been a roofer and how many projects like this have you completed?
  • Please can I speak to a few previous clients or read references?
  • Who will be working on the project?
  • Do you offer a free, no-obligation consultation?
  • Please can you talk me through the different stages of the job and how long it will take to complete?
  • Is your proposed solution in accordance with local building regulations?
  • How much disruption will there be?
  • Should it be a repair or a full re-roof?
  • What materials would you recommend for my roof? Should I consider clay tiles, concrete tiles or slate tiles?
  • Will you need scaffolding?
  • Do you carry out gutter cleaning services too? Or will you replace all my gutters?
  • Is your quote inclusive of VAT and all materials?
  • Is your work under warranty?
  • If there are problems after completion, will you address those free of charge?


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