Chestermere Roofing Done Right

By Locals experts

We’re a family-owned Calgary-area business that’s been protecting Chestermere homes for over 15 years. From the big hail storms that sweep across the prairie and hit the lake hard to the harsh winters and sudden chinooks, we’ve seen what this weather does to roofs and siding. Premium IKO shingles, James Hardie or vinyl siding, lifetime workmanship warranty, and honest pricing — no pressure, just real protection for your home

Why Chestermere Homeowners Keep Calling Cowboys Roofing

We’re not some big out-of-town crew that drives in once and disappears. We live and work in this area every day. When hail hits Chestermere hard — and it does more often than people expect — we’re the ones answering the phone and showing up fast.

That’s why we only install materials that are truly built for prairie and lake-area weather: IKO Class 4 hail-resistant shingles, James Hardie siding that stands up to impact and fire, and solid insulated vinyl when you want a smart, budget-friendly option. Every job comes with our lifetime workmanship warranty and our promise to match any legitimate price. Simple as that

  • IKO RoofPro Craftsman Premier

  • Lifetime Workmanship Warranty

  • 15+ Years Family Owned in Calgary

  • Instant Online Estimator

  • Price Match Guarantee

  • 300+ Five-Star Reviews

  • Fully Licensed • Insured • WCB

Get a Free exterior consultation

From Calgary’s Trusted Experts

Roofing & Exterior Work

We Handle All Over Chestermere

Roof Replacement Chestermere

Full tear-offs with IKO Dynasty or Nordic Class 4 shingles built for prairie hail

Storm & Hail Damage Repair Chestermere

Fast response, full insurance claim help, and honest assessments

Roof Repair Chestermere

Leaks, emergency tarping, granule loss — we fix it fast

Siding Installation Chestermere

James Hardie premium or insulated vinyl, installed by the same local crew

We Know Every Corner of Chestermere & Surrounding Area

Westmere & East Chestermere

Fast-growing family neighbourhoods where newer homes need serious hail protection

Lakeside & The Beaches

Beautiful lakefront communities that see heavy storm activity and strong winds off the water

Chestermere North & South

Established areas where homes need careful, code-compliant roofing and siding work

Surrounding Communities

Langdon, Indus, and the rest of the Chestermere area — we serve them all with the same local care

Shingles Actually Engineered for Chestermere Storms

Chestermere sits right in the heart of hail alley. That’s why we don’t mess around with cheap shingles. We use IKO — made right here in Alberta — because they’re designed for the exact conditions we get: big hail, strong prairie winds, freeze-thaw cycles, and chinooks.

Class 4 impact resistance on the Nordic line, ArmourZone nailing, FastLock sealant… it all adds up to roofs that actually stay on your house. And because we’re IKO RoofPro Craftsman Premier contractors, we can offer extended warranties most other roofers can’t match

James Hardie or Vinyl Siding Which One Makes Sense for Your Chestermere House?

Both are great options — it just depends on your budget

and how long you plan to stay in your home.

We install both every week, so we’ll give you the real differences without the sales pitch.

We Know Chestermere Weather Because We Live It Too

Hail the size of golf balls that comes out of nowhere, strong winds off the lake, chinooks that swing the temperature 20 degrees in an hour, ice dams in winter, and freeze-thaw cycles that destroy lesser materials.

We’ve seen what it does to roofs and siding all over Chestermere. That’s why we only recommend Class 4 IKO shingles, proper ice-and-water shield, and siding that’s actually built for Alberta. We don’t guess — we protect

We Handle the Insurance Headache So You Don’t Have To

Most Chestermere homeowners dread dealing with their insurance company after a storm

We don’t. We’ve helped hundreds of families in Chestermere turn hail damage into a brand-new roof with minimal stress. From the first inspection to the final cheque, we’re on your side

Not Sure If You Need a New Roof or Just a Repair? Let’s Take a Look

We offer free, no-pressure roof and siding inspections all over Chestermere and the surrounding area.

We’ll climb up there, give you the honest truth, and even help with photos for your insurance if needed. No sales pitch — just straight answers from locals who’ve seen thousands of roofs in this community

Don’t Take Our Word For It

Ready to Protect Your Chestermere Home the Right Way?

Whether it’s a full roof replacement, hail repair, new siding, or just peace of mind, we’re here to make it simple and built to last.

Chestermere, AB, Canada

Visit Cowboys Roofing & Exteriors at Our Calgary Office

Come meet our team in person at 4511 Glenmore Trail SE Unit 11 Calgary, AB, where we proudly serve homeowners across Calgary with reliable roofing and exterior solutions. Whether you need help with repairs, replacements, or a full exterior upgrade, our experts are here to guide you every step of the way

Some of our Service Areas:

  • Canmore

  • Banff

  • Foothills County

  • Red Deer

  • Lethbridge

  • Brooks

  • Langdon

Get in Touch Today

Whether you need emergency storm repairs, a free roof inspection, or help with an insurance claim, Cowboys Roofing & Exteriors is here to support you. We proudly serve homeowners across all of Calgary with fast, reliable, and professional roofing and exterior services

Business Hours:

Mon–Fri: 8:00 AM – 5:00 PM

Sat: 11:00 AM – 4:00 PM

Sun: Closed