Top Rated
Windy City Roofing Co.
4.9
Price range: $$–$$$
- GAF MasterElite certified
- IL licensed & insured
- ice dam specialist
- flat & pitched roofing
- lifetime warranty available
How We Evaluate Chicago Roofing Contractors
Chicago's four-season climate creates unique roofing challenges — from ice dam formation in winter to severe hail storms in spring and summer. We evaluate Chicago roofing companies based on ice dam remediation expertise, hail damage repair certifications, knowledge of City of Chicago permit requirements, and verified homeowner reviews.
Illinois requires roofing contractors to be licensed through the Illinois Department of Financial and Professional Regulation (IDFPR). Always verify your Chicago roofer holds a valid Illinois Roofing Contractor License. Every company on this list is fully licensed and insured.
We prioritize contractors experienced with the wide variety of Chicago roof types — from pitched asphalt shingle roofs in the suburbs to flat built-up and TPO roofing common in Chicago's city neighborhoods.
Top Chicago Roofing Companies Compared
Chicago Storm Pros
4.8
Price range: $$
- Owens Corning Preferred
- IL licensed & insured
- free hail damage inspection
- insurance claim support
- TPO and EPDM flat roofing
Great Lakes Roofing Masters
4.7
Price range: $$–$$$
- GAF certified
- IL licensed & insured
- ice dam prevention systems
- same-day inspections
- locally owned since 1998
Lakefront Roofing Group
4.5
Price range: $$
- IL licensed & insured
- hail and wind damage
- insurance adjuster coordination
- free estimates
- 10-year labor warranty
Chicago, IL
Serving Chicagoland
- Coverage across Chicago, Naperville, Aurora, Evanston, Schaumburg, Joliet, and Oak Park
- Chicago averages 38 inches of snow annually — all listed companies are experienced with ice dam prevention and remediation
- Every contractor works directly with Allstate, State Farm, and Farmers adjusters
- Flat roof specialists on staff for Chicago city neighborhoods and commercial properties
Why Local Matters
Contractors who know your area, your climate, and your local codes
Every contractor in our network is established locally — no out-of-state storm chasers. They know the permitting requirements, the climate challenges, and they'll be there for warranty work.
Frequently Asked Questions About Roofing in Chicago IL
What causes ice dams on Chicago roofs and how are they prevented?
Ice dams form when heat escaping from your attic melts snow on the roof, and the meltwater refreezes at the colder eaves. In Chicago winters, this cycle can cause significant water intrusion. Prevention requires proper attic insulation (R-49 to R-60 recommended for Chicago's climate zone) and adequate attic ventilation. Ice and water shield membrane installed at the eaves during roof replacement is also essential.
Does Illinois require a roofing contractor license?
Yes. Illinois requires roofing contractors to hold a Roofing Contractor License from the Illinois Department of Financial and Professional Regulation (IDFPR). Always ask to see your contractor's Illinois license number and verify it on the IDFPR website. Unlicensed roofing work is illegal in Illinois and can void your homeowner's insurance coverage.
How much does roof replacement cost in Chicago IL?
Asphalt shingle roof replacement in Chicago typically ranges from $8,000 to $20,000 depending on roof size, pitch, and shingle grade. Flat roof TPO or EPDM systems for Chicago bungalows and two-flats typically run $6,000 to $14,000. Metal roofing costs $15,000 to $40,000 but offers exceptional performance in Chicago's freeze-thaw climate.
What permits are required for roof replacement in Chicago?
The City of Chicago requires a permit for roof replacements where more than 50% of the roof deck is replaced. Your contractor should obtain the permit before starting work. In suburban Cook County and DuPage County, each municipality has its own permit requirements. A reputable contractor will handle all permit applications as part of the project.