
Top 5 Roofing Companies in Chicago, IL
Compare verified roofing contractors, as of 2026, focused on roofing in Chicago, IL covering roof repair, roof replacement, hail damage roof repair, roof inspection, roof installation, metal roofing, covering both residential and commercial roofing needs in areas including Lincoln Park, Logan Square, Hyde Park, Lake View, and Wicker Park.
Key Things to Know
Typical Cost
Most residential roof replacements in Chicago run between $8,000 and $18,000 depending on size, materials, and pitch. Storm damage claims may be covered by your homeowners insurance and are commonly paid out in Chicago.
Typical Timeline
Full roof replacements typically take 1 to 3 days. Storm damage repairs are typically faster. Contractors will likely give you a written timeline before starting.
Free Estimates
Most verified Chicago roofers in this directory offer free estimates with no commitment. You don't pay anything until you sign a contract. Apply the “free estimates” filter at the top of this page to only see Chicago roofers that offer free estimates.
Insurance Coverage
If damage was caused by a storm or other covered event, homeowners insurance typically covers most or all of the cost. A licensed contractor can help document the damage for your claim.
Anchor Point Roofing
Licensed & Insured since 2020
5.0 (237 verified reviews)

5.0 (237 verified reviews)
Open now
Answers 90%+ of callsServices
Past Project Highlights

Repaired the roof and skylight after wind damage

Finished flat roof repair with improved drainage
Review Highlights
"Paul actually chalked up every single defect on the roof and provided a corresponding photo."
"Sara kept me informed about time and delays due to the weather."
"Communication was consistent, he explained everything clearly, was trustworthy, and the pricing was fair."
TAR Roofing
Licensed & Insured since 2014
4.9 (218 verified reviews)

4.9 (218 verified reviews)
Services
Past Project Highlights

Executed roof installation with consistent shingle layout

Performed flat roof installation with membrane and drainage
Review Highlights
"They got back to me right away for an estimate, they were available and responded to every question within an hour."
"They took pictures and went over them with me."
"Dominik, our project manager, coordinated everything and was always responsive."
Champion Roofing
Licensed & Insured since 1999
4.8 (235 verified reviews)

4.8 (235 verified reviews)
Services
Past Project Highlights

Performed roof replacement with plywood and shingle work

Completed chimney flashing and brick tuckpoint repair
Review Highlights
"Aaron did a good job explaining the reasons for the issues and answered all our questions."
"The estimate was quick and reasonable and Adam and Ralph were very responsive."
"Scott promptly answered them all, even on Sundays"
Chicago Prestige Roofing
Licensed & Insured since 2024
5.0 (70 verified reviews)

5.0 (70 verified reviews)
Open now
Answers 90%+ of callsServices
Past Project Highlights

Performed flat roof installation around vent penetrations

Delivered roof installation with uniform shingle pattern
Review Highlights
"He very clearly laid out the problem and gave a few options for fixing it."
"He is very professional and takes the time to explain everything in detail."
"He clearly explained the work and provided pictures before and after."
Anchor Point Roofing
Licensed & Insured since 2020

5.0 (237 verified reviews)
Services
Past Project Highlights

Repaired the roof and skylight after wind damage

Finished flat roof repair with improved drainage
Review Highlights
"Paul actually chalked up every single defect on the roof and provided a corresponding photo."
Danny M.
2026 - Illinois
"Sara kept me informed about time and delays due to the weather."
Jan M.
2026 - Illinois
"Communication was consistent, he explained everything clearly, was trustworthy, and the pricing was fair."
Kirk T.
2025 - Illinois
TAR Roofing
Licensed & Insured since 2014

4.9 (218 verified reviews)
Services
Past Project Highlights

Executed roof installation with consistent shingle layout

Performed flat roof installation with membrane and drainage
Review Highlights
"They got back to me right away for an estimate, they were available and responded to every question within an hour."
Andrew K.
2025 - Illinois
"They took pictures and went over them with me."
Roy N.
2026 - Illinois
"Dominik, our project manager, coordinated everything and was always responsive."
Angelina F.
2025 - Illinois
Champion Roofing
Licensed & Insured since 1999

4.8 (235 verified reviews)
Services
Past Project Highlights

Performed roof replacement with plywood and shingle work

Completed chimney flashing and brick tuckpoint repair
Review Highlights
"Aaron did a good job explaining the reasons for the issues and answered all our questions."
Michael G.
2025 - Illinois
"The estimate was quick and reasonable and Adam and Ralph were very responsive."
Christopher K.
2026 - Illinois
"Scott promptly answered them all, even on Sundays"
Carlos G.
2025 - Illinois
Chicago Prestige Roofing
Licensed & Insured since 2024

5.0 (70 verified reviews)
Services
Past Project Highlights

Performed flat roof installation around vent penetrations

Delivered roof installation with uniform shingle pattern
Review Highlights
"He very clearly laid out the problem and gave a few options for fixing it."
Alyssa N.
2025 - Illinois
"He is very professional and takes the time to explain everything in detail."
Romeoville
2026 - Illinois
"He clearly explained the work and provided pictures before and after."
Paras B.
2025 - Illinois
Frequently Asked Questions
Storm Damage
My roof was damaged in a hailstorm. What should I do first?
Document the damage immediately with photos before anything is touched or covered. Call your homeowners insurance company to open a claim, then get a written assessment from a licensed roofing contractor before signing anything. Illinois storm chasers are aggressive after major hail events and you should not sign a contract with any contractor who shows up uninvited at your door immediately after a storm.
How long do I have to file a storm damage claim with my insurance in Illinois?
Most Illinois homeowners insurance policies require you to report storm damage within one year of the event, though some policies have shorter windows. Do not wait, as insurance adjusters are harder to reach and documentation becomes less reliable over time. File the claim first, then find your contractor.
Can a roofer in Chicago negotiate directly with my insurance adjuster?
Yes. A licensed roofing contractor can meet with your insurance adjuster during the inspection and advocate for a complete scope of repair. This is legal and common practice in Illinois. Some contractors handle all adjuster communication on your behalf, so ask whether this is included in their service before signing.
What is a supplemental insurance claim and do I need one?
A supplement is an additional claim filed after the initial insurance payment when the original estimate misses items or undervalues the work. In Chicago, roofing supplements are common because initial adjuster estimates often exclude code upgrade requirements like ice and water shield on the full roof deck, which is required under Chicago building code. A contractor experienced with insurance claims will identify and file supplements on your behalf.
Costs and Estimates
What does a roof replacement cost in Chicago?
Most Chicago residential roof replacements run between $9,000 and $22,000 depending on the size of the roof, pitch, material choice, and tear-off requirements. Asphalt shingle replacements on a standard 2,000 square foot home typically fall between $10,000 and $16,000. Flat roofs common on Chicago bungalows and greystones typically run $4,000 to $9,000 depending on square footage and membrane type.
Should I expect to pay upfront?
Never pay more than 10-15% upfront. Most reputable Chicago contractors require payment only upon completion or in milestones tied to specific work stages.
Why do roofing quotes vary so much between contractors?
Material grade, warranty tier, labor cost, and scope all vary significantly. A significantly lower quote sometimes means lower-grade shingles, no underlayment upgrade, or subcontracted labor. The most reliable way to compare quotes is to ensure every contractor is quoting the same materials by brand and grade, so ask for an itemized written quote from each.
Should I get multiple quotes for a roof replacement?
Getting written quotes from more than one contractor helps you understand the scope of work and ensures the price is reasonable for your specific roof. Ask each contractor to itemize materials by brand and grade, labor, tear-off, disposal, and permit fee separately. If one contractor recommends a full replacement and others recommend repair, that difference is worth asking about directly.
Do Chicago roofers offer financing?
Many do, and for a $12,000 to $18,000 roof replacement it is worth asking. Options typically include contractor-arranged financing through companies like GreenSky or Service Finance, manufacturer financing programs through GAF or Owens Corning, and home equity lines of credit arranged independently. Contractor financing is convenient but compare the interest rate as some programs carry rates of 12 to 18 percent which significantly increases total cost.
Permits and Chicago Building Code
Do I need a permit to replace my roof in Chicago?
Yes. Chicago requires a building permit for full roof replacement and for any structural roof repair. The permit is pulled by the contractor and must be posted on the property during work. Work done without a permit can result in fines, required tear-off, and complications when you sell the home. Always confirm your contractor pulls permits before signing.
What is the ice and water shield requirement in Chicago?
Chicago building code requires ice and water shield, a self-adhesive waterproof membrane, along all eaves, valleys, and penetrations. Some contractors install it only at the eaves to cut costs, which does not meet code and voids most manufacturer warranties. A code-compliant installation covers the first three feet from the eave edge and all valleys. Ask to see this listed on your written scope of work.
How long does a Chicago roofing permit take to get approved?
Chicago building permits for standard residential roofing are typically issued within 1 to 5 business days when applied for electronically through the Chicago Department of Buildings portal. Emergency repairs can sometimes be permitted same-day. Ask your contractor when they plan to pull the permit, as work should not begin without it.
Choosing a Contractor
What is the best roofing company in Chicago?
The best roofing company is one with clear communication, transparent pricing, and lots of experience. All roofers listed in our directory have strong reviews, making them a good place to start when choosing a roofer.
How do I verify a roofing contractor is licensed in Illinois?
Illinois requires roofing contractors to hold a state license issued by the Illinois Department of Financial and Professional Regulation. You can verify any contractor's license status at idfpr.illinois.gov. Chicago additionally requires a City of Chicago business license. Ask for both license numbers and verify them before signing, as this takes under two minutes and immediately filters out unlicensed operators.
What should I look for in a roofing contract?
A legitimate roofing contract should include the contractor's license number, insurance certificate information, itemized scope of work with specific materials listed by brand and grade, total price, payment schedule, project timeline, warranty terms for both materials and workmanship, and permit responsibility.
What does a GAF Master Elite certification mean?
GAF Master Elite is the highest contractor certification offered by GAF, the largest roofing manufacturer in North America. Only about 3 percent of roofing contractors qualify, with requirements including proper licensing, insurance, training completion, and a track record of customer satisfaction. Master Elite contractors can offer GAF's Golden Pledge warranty, which covers both materials and workmanship for up to 25 years and is backed by GAF directly.
