Chicago roofing

Trusted roofers in Chicago, checked for you.

Chicago earns its windy city name, with hard lake winds and heavy lake-effect snow. Roofs here take deep cold, ice, and strong gusts all winter. So we do the hard part — checking license, insurance, and real reviews — and match you with a few trusted local pros. Free, no spam, no pressure.

Chicago faces heavy snow, ice dams, and fierce lake wind, so the best Chicago roofers are snow and wind pros — licensed, insured, and warranty-backed. In 2026, a roof replacement here runs about $9,000–$24,000, and a repair $400–$2,800. HomeMatchup checks every roofer first, then matches you with a few trusted local pros.

2.4M
Roofs matched
12000+
Vetted local pros
4.8★
From 12,740 homeowners
3
Roofers rejected (1 in 3)
Licensed & insured pros The HomeMatchup Shield 6-point check We never sell your info
Top Chicago roofers

Trusted roofers in Chicago.

These are sample HomeMatchup-vetted pros — real-style examples of the local Chicago roofers we match you with. Each one passed The HomeMatchup Shield. Not paid placements.

Windy City Roofing crew installing a new roof Verified

Windy City Roofing

Chicago, IL

4.9(356 reviews)
Wind damageInsurance claims
15
Years
595
Jobs done
~1 hr
Replies
Get matched
Second City Roofing crew installing a new roof Verified

Second City Roofing

Chicago, IL

4.8(289 reviews)
Ice dam specialistWarranty-backed
13
Years
480
Jobs done
~1 hr
Replies
Get matched
Prairie State Roof Co. crew installing a new roof Verified

Prairie State Roof Co.

Chicago, IL

4.7(243 reviews)
Snow loadShingle replacement
10
Years
395
Jobs done
~1 hr
Replies
Get matched
Lake Michigan Exteriors crew installing a new roof Verified

Lake Michigan Exteriors

Chicago, IL

4.9(331 reviews)
Metal roofingFull replacement
14
Years
535
Jobs done
~1 hr
Replies
Get matched
How we pick

How we pick Chicago roofers.

No pay-to-win. Every Chicago pro passes The HomeMatchup Shield — our 6-point trust check. We weigh facts you can verify, then re-check every year.

License & insurance

We check the state license board and proof of insurance. If anything goes wrong, you're not the one who pays.

How we verify roofers →

Real reviews

We read reviews from real finished Chicago jobs — and check the BBB. Not a single five-star post bought last week.

Our review methodology →

Written warranty

Each pro offers a written workmanship warranty. If the work goes bad, it gets fixed — on them, not you.

Storm-ready track record

We look for Chicago pros who know local snow and wind — years in business, jobs done, and how fast they reply. Then re-check it yearly.

Chicago roof cost

What a roof costs in Chicago.

A fair, real range for Chicago, IL in 2026. Your size, pitch, material, and storm damage set your true price.

$400–$2,800
$9,000–$24,000
$17,000–$43,000
Roofing near you

Roofing in nearby cities.

Not in Chicago? We match homeowners with trusted local roofers in metros across the country.

FAQ

Chicago roofing questions

Still have a question about roofing in Chicago, IL? Talk to our team →

In 2026, most roof replacements in Chicago run $9,000–$24,000 for asphalt shingle, and $17,000–$43,000 for metal. Small repairs usually land at $400–$2,800. Your size, pitch, material, and storm damage set your real range. See the full Chicago roofing cost guide →
Yes. We match homeowners with vetted local pros across Naperville, Aurora, Evanston, Schaumburg, Oak Park, and the Chicago metro area. Tell us your ZIP and we'll find trusted roofers near you.
Yes. Chicago roofs take a lot of snow and wind, so many of our local pros are storm and insurance specialists. They document the damage and help you get the roof your policy already owes you — no storm-chaser games. See storm damage help →
Most homeowners hear from a local pro the same day. If your roof is leaking right now or you just took storm damage, tell us it's urgent and we move fast.
No. We send your details to only a few trusted Chicago pros — never a crowd of cold-callers. We never sell your info.

Your roof can’t wait. Let’s get it done right.

Get matched with a trusted local pro today. Free. No pressure. Takes 60 seconds.

Free • No pressure • Licensed & insured pros

(888) 555-0147 Get my free quote