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TRUSTED BY WINDSOR, IL HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon83
    Verified roofing services reviews

Top-Rated Roofers in Windsor - Updated Nov 2026

Avatar for Otto's Construction
Otto's Construction
5.0(
27
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+1 more

Serving Windsor, IL and surrounding areas

Approved

In business since 2004

Free estimates

Warranties offered

"I hired Otto's to replace the old roofing on my home. From the first contact through the entire process they were very professional and went over everything with me. They were very easy to work with and I could call them any time I had a question. They finished my roof in one day and cleaned everything up afterwards. They did a first rate job and I would recommend them to anyone that needs roofing work done. Gloria E. - Mattoon, IL"
Metal roof
Deck
Deck
Deck
Church Camp

+5

Response time1 day
Response rate87%
Recommended by100%of homeowners
Avatar for Redemption Contractors LLC
Redemption Contractors LLC
4.9(
19
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+10 more

Serving Windsor, IL and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"Tyler and his entire team worked quickly and effectively to get our old, improperly installed metal roof removed and cleaned up and installed an entirely new shingle roof as well as all new sheeting to insure my roof was installed correctly and would last for numerous years to come. He and his team cared through the whole process and insured my husband and I that things were being done correctly. 10/10 recommend Tyler and Redemption Contractors for any of their roofing needs!"
Stair Restoration
Stair Restoration
Stair Restoration
Stair Restoration
Stair Restoration

+49

Response time2 days
Response rate86%
Recommended by66%of homeowners
Avatar for Erie Home
Erie Home
4.4(
73
)
Asphalt Shingle Roofing - Install or Replace

Serving Windsor, IL and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Credit card accepted

Erie Home Basement Solutions is a division of Erie Home?a national leader in home improvement since 1976. We have long been known for offering industry-leading solutions to our customers? most pressing needs, and our basement waterproofing, foundation repair, and crawl space services are no exception. When it comes to protecting your home against structural problems, why put the project in anything less than the most capable of hands? At Erie Home Basement Solutions, we provide the effective repair services and personalized service you need to have complete peace of mind.

Basement Before and After
Basement Before and After
Basement Before and After
Basement Before and After
Basement projects

+28

10 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for ORION JOHNSON ROOFING LLC
ORION JOHNSON ROOFING LLC
5.0(
1
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Windsor, IL and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

ORION JOHNSON ROOFING LLC is dedicated to providing our customers with the best quality and \ncraftsmanship. We are here to build relationships with our customers and communities and to provide \nour employees with a great place to work. We look forward to working with you!

project photos
4 neighbors recently requested a quote
Avatar for CBT Construction, Inc.
CBT Construction, Inc.
5.0(
6
)
Asphalt Shingle Roofing - Install or Replace

Serving Windsor, IL and surrounding areas

In business since 2002

Free estimates

Warranties offered

"Justin was prompt in coming to give us an estimate when I first contacted him. He measured, gave an estimate, and followed up with a phone call. They worked long hours to finish the job (removal, repair, and new roof on 2 story home) in 3 days. They even fixed a gutter problem we had. Each night they cleaned up after themselves. I highly recommend CBT Construction for anyone needing a roof repair or new roof."
arial view of 90 percent finished roof
stepping shingles to keep seams from lining up
showing how straight the shingle runs look
synthetic felt, ice/water shield, shingle starter
rotten roof torn down to rafters

+3

Response time9 hrs
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

Yes, replacing a roof is always a good investment if the current one is in poor condition. Not only will it preserve the structural integrity of the home, but it can also add value at the time of sale. The average return on investment for a new roof is between 48% and 61%. Prospective buyers are also more likely to purchase a home with a recently replaced roof since that means they won’t need to worry about that expense in the near future.

Tipping your roofer or their crew is not customary or expected, but it is always appreciated. It is entirely up to you whether you want to give them extra money for their work. If you feel they have done an exceptional job, a tip can be a nice gesture. As an alternative way to show appreciation, you can provide coffee, breakfast, drinks, or grab-and-go snacks like cookies or doughnuts.

Asphalt shingles blister when air gets trapped between building materials, either within the layers of the shingle itself or in adhesives on the undersides of the shingles. As the roof heats up in direct sunlight, the trapped gas expands and creates a bubble in the roof. Eventually, the bubble can pop, leaving an exposed area of decking and underlayment.

Hiring a reliable roofing contractor requires finding a company in your area with years of experience, holds the necessary licensing, and has a history of positive customer reviews and services. Start by researching whether a roofer you’re considering hiring holds the necessary certifications. Consider requesting customer references from your top contenders. Finally, get quotes from a few roofing companies and decide which provides the best value overall.

Framing a roof can take from several days to a week or more, depending on the size and complexity of the roof, the number of people working on the framing, weather conditions, and more. Roof framing is often the final step of framing a house, although in some cases, the roof may be framed before the interior of the home in order to offer more protection from the elements.

The Windsor, IL homeowners’ guide to roofing services

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