Winnetka Roofing & Exterior Services
From emergency roof repairs to full exterior remodels, we deliver North Shore-quality craftsmanship on every project.
500+ Roofs
Protected in Winnetka
The Face Behind the Brand
Meet Roman—Your Neighbor, Your Roofer
At Roman Roofing, we aren’t a faceless corporation with a distant call center. We’re your neighbors. I started this company because Winnetka families deserved a roofer who understands the unique character of North Shore homes—from the historic estates of Hubbard Woods to the classic colonials along Indian Hill.
When you work with us, you’re getting a crew I’ve personally vetted and trained to treat your roof like it’s their own. Whether we’re working near the Elm Street shops or along Green Bay Trail, our team is dedicated to honest advice and high-quality craftsmanship. You’ll get the personal touch of a local business with the collective expertise of a crew that genuinely loves what they do.
IL Licensed
Fully Insured
Family Owned
Transparent Pricing
How Much Does Roof Repair Cost in Winnetka?
2026 Average Cost
For larger projects, a full roof replacement in Winnetka IL may be more cost-effective. We provide a detailed report during every roof inspection for hail damage in Winnetka to help you decide if a repair or replacement is right for you.
Minor Repairs
$350 – $750
Replacing damaged shingles or fixing a small leak around a vent or skylight.
Moderate Repairs
$750 – $2,000
Repairing valley flashing, addressing wind damage, or resealing chimney masonry on North Shore homes.
Full Re-Roof Replacement
$9,500 – $23,000
Complete tear-off and new roof installation with premium architectural shingles, new underlayment, and full warranty coverage.
Pro Tip from Roman:
“After a hailstorm, always get an inspection before filing a claim. Winnetka’s larger roofs often have hidden damage from Lake Michigan wind patterns. What looks like minor damage is sometimes more extensive—and catching it early saves you thousands down the road.”
Why Choose Us
Why Winnetka Trusts Our Team
Winnetka Local
We know Cook County codes, Village permits & the Landmarks Commission process inside out.
Fully Licensed & Insured
IL License #104.019069 & #105.009446. Bonded and insured for your complete peace of mind.
5-Star Rated
Consistently rated 5 stars by Winnetka homeowners on Google, Angi & the BBB.
24/7 Emergency Service
Storm damage doesn’t wait. Our emergency crews are available around the clock for North Shore homes.
Family Owned
A family-run business that treats every Winnetka home like our own. No corporate shortcuts.
Insurance Claim Experts
We navigate the insurance process for you, maximizing coverage on storm & hail damage claims.
Areas We Serve
Serving Every Winnetka Neighborhood
From Hubbard Woods to Indian Hill, we’re the local roofers Winnetka, IL homeowners call first. Cook County proud.
Hubbard Woods
Historic district homes with cedar shake & slate roofs needing expert preservation.
Indian Hill
Large estate properties requiring premium roofing materials and custom solutions.
Elm Street District
Mixed residential & commercial properties near the vibrant shopping corridor.
West Winnetka
Family homes with aging asphalt shingle roofs ready for quality replacements.
East Winnetka
Lakefront-adjacent homes exposed to Lake Michigan winds and moisture.
Green Bay Trail Area
Charming bungalows and colonials along the historic trail corridor.
Frequently Asked Questions
GET IN TOUCH
Request Your Free Consultation
Ready to protect your home with premium roofing and siding? Fill out the form and our team will contact you within 24 hours to schedule your free assessment.
Phone
romanroofingil@gmail.com
Website
RomanRoofingIL.com
Ready to Protect Your Winnetka Home?
From Yorktown to Lilacia Park, Roman Roofing IL is the roofing company Lombard families trust. Get your free roof inspection today—no obligation, just honest answers about your roof’s condition.


















