Roof Replacement in Winnetka, IL

Roof Replacement in Winnetka, IL

roof replacement for Winnetka homes, handled by a family roofing company that has been at it since 2002. Estimates are always free.

Licensed & Insured 4.5-Star Rated 24/7 Available Winnetka, IL
2,989+ Projects Completed
203+ Happy Customers
1,045+ 5-Star Reviews
24+ Years Experience

Roof Replacement Services in Winnetka

Replacing a roof on a Winnetka house starts with a full tear off and a look at the decking, because there is no point putting good material over rotten boards. Anything soft gets replaced, and we price that change with you before we go on.

Not every Winnetka roof needs the biggest job on the sheet. When we quote roof replacement we tell you honestly whether a repair will hold, whether doing one section will do, or whether you are genuinely past that — and we would rather do the smaller job well.

Metal is our specialty, so if roof replacement on your Winnetka home opens the door to standing seam or a panel roof, we will price that right alongside the shingle option and let you compare the real numbers side by side.

Tan metal roofs on a two story addition and attached porch, from a Roof Replacement job in Winnetka

Our Roof Replacement Process

Four steps and no surprises. This is how we have done it since 2002.

1

Measure and Compare Options

Color, panel type or shingle line, and what the tear off involves all get settled before a thing is ordered.

2

Tear Off and Inspect the Deck

Tear off gets hauled as we go instead of piling up in your yard for a week.

3

Dry In and Install

Underlayment goes on the same day the deck is opened, so the house is never left uncovered overnight.

4

Finish and Walk It With You

We walk the job with you before calling it done, and anything that is not right gets fixed right then.

Roof Replacement FAQ — Winnetka, IL

The things people want to know before they tell us to go ahead.

Metal or shingle — which should I pick?

We price both for Winnetka homeowners so you can compare. Shingles cost less today. Metal costs more up front and usually outlives two or three shingle roofs, which is why it is the work we are known for.

How do I know it is time to replace rather than repair?

Widespread curling or granule loss, decking that feels soft underfoot, leaks in more than one place, or a roof that has already had several repairs. We look at your Winnetka roof and tell you honestly which side of that line it is on.

What does a new roof cost in Winnetka?

A shingle roof on a typical Winnetka home runs roughly $8,000 to $18,000 in 2026, and metal generally $12,000 to $30,000. Steep pitch, rotten decking and complicated cut ups push both numbers up. The estimate is free and it is written down.

How long will my house be torn open?

Not overnight. On Winnetka jobs we only open what we can dry in the same day, so underlayment is down before anybody leaves the site.

What Our Customers Say

Honest words from customers, in their own wording.

★★★★★

"Thank you so much to the entire crew at Roofing Brothers for our amazing new tin roof! You were amazing to work with and I couldn't recommend you to others enough! Great communication, pricing, color options, efficiency, and HONESTY! If anyone needs a new roof, I highly recommend this crew! Phenomenal job."

— Kayla M.
★★★★★

"Roofing Brothers do excellent work. They've completed several projects for me and every time the quality has been top notch. They're reliable and take pride in what they do. I highly recommend them!"

— Bethany R.
★★★★★

"Burgundy metal roof on our brick ranch and I get compliments on it constantly. They brought the color chart out and let us take our time deciding."

— Dee Ann F.

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Need Roof Replacement in Winnetka?

Let us take a look before you decide anything.

(877) 509-1137 — Free Estimate