Roof Replacement Chicago
Expert guidance for homeowners
ESP

Roof replacement cost and verified contractors in Chicago

Make a confident decision without overpaying or wasting time

Start with a free consultation. Call and get clear answers from a roofing contractor in Chicago

CALL NOW     (844) 578-0719
No pressure • No obligation • Talk to a real contractor
Chicago roofing contractor at work

12 helpful questions for your call

  1. Are you properly licensed in Illinois?
  2. Will you take care of permits?
  3. Do you handle insurance claims?
See all 12 questions →

Average project cost and timeline in Chicago today

Apr 15, 2026
Updated
1-3 days
Average project duration
$8K–$25K
Typical cost in Chicago
Permit
Required by City of Chicago
6
Verified contractors
Hail season
May – Aug

This resource was created to help you choose the most convenient and reliable option for your roof replacement

We research roof replacement options so you can make a decision without wasting time
Verified licensing
Verified licensing

Every contractor on our list holds an active Illinois roofing license. We check IDFPR records before any company makes the list.

Real Chicago expertise
Real Chicago expertise

Chicago has specific permit rules, climate demands, and flat roof requirements. We only include contractors who know this market.

Insurance claim experience
Insurance claim experience

Storm damage and insurance claims are common in Chicago. We prioritize contractors with documented experience navigating this process.

No pressure approach
No pressure approach

Roof replacement is a major investment. Our resource exists to inform, not to pressure. Call when you are ready.

6 verified roofing contractors in Chicago

Independent editorial resource. Companies do not pay for placement. Calls may be connected through a paid call service. Full disclosure →

1
Horizon Restoration
★★★★★★★★★★·4.9·Expert score
Est. 2007, Licensed, BBB A+. In our opinion, one of Chicago's most experienced teams for roof replacement and insurance claims.
Workmanship warranty: 5 years (extendable to 25)
2
Anchor Point Roofing
★★★★★★★★★★·4.8·Expert score
Est. 2015, Licensed. In our opinion, a top-rated Chicago roofer known for precision, clear communication, and quality workmanship on every project.
Workmanship warranty: 10 years
3
Quality Way Roofing
★★★★★★★★★★·4.7·Expert score
Est. 2016, Licensed, BBB Accredited. In our opinion, a reliable Chicago team with deep roofing and masonry expertise and strong owner involvement.
Workmanship warranty: 5 years
4
Second City Roofing
★★★★★★★★★★·4.7·Expert score
Est. 1978, Licensed, BBB A+. In our opinion, one of Chicago's most established roofers — family-owned and serving Chicagoland for over 45 years.
Workmanship warranty: 5 years
5
Prestige Roofing
★★★★★★★★★★·4.5·Expert score
Licensed, BBB Accredited. In our opinion, a dedicated residential roofing team with strong attention to detail and a focus on clean, efficient installations.
Workmanship warranty: 5 years
6
Salazar Roofing
★★★★★★★★★★·4.6·Expert score
Est. 2019, Licensed, BBB A+. In our opinion, an excellent value option in Chicago — family-owned with transparent pricing and one of the longest warranties in the city.
Workmanship warranty: 10 years
How we rank roofing contractors

We evaluate each contractor on active Illinois IDFPR license, Google rating and review volume, BBB accreditation, years in business, workmanship warranty length, and documented experience with Chicago building permits and insurance claims. Only companies that meet all criteria appear on our list.

How much does roof replacement cost in Chicago?

Prices depend on roof size, pitch, and material. Here are typical ranges for Chicago homes in 2026.

Asphalt Shingle
$8,000 – $16,000
Most common. Suits most Chicago single-family homes and bungalows.
Flat Roof (TPO / EPDM)
$8,000 – $20,000
Standard for two-flats, three-flats, and courtyard buildings.
Metal Roof
$15,000 – $30,000
Lasts 40–70 years. Best long-term value for owners staying long term.
Storm Damage
Often covered by insurance
Document damage within 48 hours. Illinois claim window: 12–24 months.

All estimates include labor, materials, permits, and disposal. Full cost breakdown →

Will your insurance cover the replacement?
What is covered

Storm damage, hail, wind, and fallen tree limbs. If a weather event caused the damage, your homeowner policy likely covers full replacement.

What is not covered

Normal wear, aging, and maintenance neglect. Insurance covers damage from events — not the natural end of a roof's life.

Illinois claim window

Illinois homeowners have 12 to 24 months from the storm date to file a hail damage claim. Document everything immediately after the storm.

How to maximize your claim

Get a written contractor assessment before calling your insurer. Request that your contractor be present during the adjuster visit.

Full insurance guide →

Not sure where to start?

One call connects you with a roofing advisor who can answer your questions about cost, materials, permits, and insurance. Free, no commitment

CALL NOW     (844) 578-0719

No obligation. Real answers. 7 days a week

12 questions you can ask the contractor when you call

  1. Are you properly licensed in Illinois?

    Preferred answer: Yes — and we can show you our license number right now.

  2. Will you take care of permits?

    Preferred answer: Yes — we handle the permit and it is included in the price.

  3. Do you have liability insurance and workers' compensation?

    Preferred answer: Yes — here is our certificate of insurance.

  4. Do you handle insurance claims, and will you help prepare documents for the insurance company?

    Preferred answer: Yes — we document everything before work begins.

  5. Will your representative attend the meeting with the insurance adjuster?

    Preferred answer: Yes — at no extra charge.

  6. Do you offer a warranty on labor and a separate warranty on materials?

    Preferred answer: Yes — minimum 5 years on labor in writing, plus manufacturer warranty on materials.

  7. If it rains or wind picks up off the lake while my roof is open — what is your protocol?

    Preferred answer: We have tarps on site and a clear plan for any weather emergency.

  8. Does the estimate include debris removal, tear-off, and nail cleanup?

    Preferred answer: Yes — including magnetic nail sweep of the entire property.

  9. Do you guarantee the final cost will not exceed the estimate?

    Preferred answer: Yes — fixed price. Any changes require your written approval.

  10. Do you offer a free on-site inspection before the estimate?

    Preferred answer: Yes — we inspect the roof, attic, and flashing at no charge before any commitment.

  11. Is your crew local to Chicago — or do you bring in out-of-state teams?

    Preferred answer: We are a local Chicago company. Our crew lives and works here year-round.

  12. Other questions you want to ask the contractor.

Chicago roof replacement — common questions

Answers based on current Chicago market data, city permit requirements, and Illinois insurance regulations.

How much does roof replacement cost in Chicago in 2026?
The average roof replacement in Chicago costs $8,000 to $25,000. Asphalt shingles run $8,000 to $14,000 for a typical 2,000 sq ft home. Metal roofing costs $15,000 to $25,000. Flat TPO or EPDM roofs average $10,000 to $20,000. The final price depends on roof size, pitch, material, and whether old layers need to be stripped.
When do you need a full replacement instead of a repair?
Replace your roof when it is 20 or more years old, when more than 30 percent of shingles are damaged, when you see daylight through the attic boards, or when repairs would cost more than 40 percent of a new roof. A single isolated leak on a roof under 10 years old is typically a repair. When in doubt, get a free inspection before deciding.
How long does roof replacement take in Chicago?
Most residential roofs in Chicago are replaced in one to two days. A 2,000 sq ft asphalt shingle roof typically takes one full day. Larger homes, complex roof shapes, or metal roofing may take two to three days. Weather can affect scheduling, especially November through March.
Will insurance pay for my roof replacement in Chicago?
Homeowner insurance covers roof replacement when damage is caused by a storm, hail, or wind. It does not cover normal wear and aging. Document damage within 48 hours of a storm, get a written assessment from a licensed contractor, and request that the contractor be present during the adjuster visit. Illinois homeowners typically have 12 to 24 months to file a hail damage claim.
Do I need a permit to replace my roof in Chicago?
Yes. The City of Chicago requires a building permit for full roof replacement. A reputable contractor pulls this permit as part of the job. It should be included in your contract at no extra charge. Skipping the permit creates problems when selling the home or filing an insurance claim.
What roofing material is best for Chicago winters?
Architectural asphalt shingles are the most practical choice for most Chicago homes. They handle freeze-thaw cycles and wind well and fit most budgets. Metal roofing lasts 40 to 70 years and is ideal if you plan to stay in the home long term. For flat roofs, TPO membrane is the code-preferred material in Chicago. Avoid basic 3-tab shingles as they rarely last long in the Chicago climate.
How do I verify a roofing contractor is licensed in Illinois?
Search the contractor name or license number on the IDFPR website at idfpr.com before signing any contract. Illinois issues two license types: Limited for residential buildings up to 8 units and Unlimited for all building types. Also confirm General Liability insurance of at least $250,000 and Workers Compensation coverage.