The Best Roofing Contractors in Oak Park, IL

Compare the highest-rated roofing professionals in Oak Park, Illinois. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Oak Park Roofing

4.8
(142 reviews)
Verified

Local roofing expert specializing in historic home preservation and modern roof installations. Known for exceptional craftsmanship and deep knowledge of Oak Park's architectural styles, including Frank Lloyd Wright-inspired homes. Offers comprehensive services from inspection to insurance claim assistance.

1010 Lake Street, Oak Park, IL 60301

Specialties & Features

Historic Roof Restoration
Copper Roofing
Slate Roofing
Insurance Claims
Emergency Repairs

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

Prestige Roofing & Construction

4.7
(89 reviews)
Verified

Full-service roofing contractor serving Oak Park and surrounding suburbs. Specializes in both residential and commercial roofing with strong expertise in storm damage restoration. Known for quick response times and working directly with insurance companies.

741 Madison Street, Oak Park, IL 60302

Specialties & Features

Storm Damage Restoration
Commercial Roofing
Asphalt Shingles
Roof Inspections
Maintenance Programs

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
#3

Wind City Roofing

4.6
(117 reviews)
Verified

Chicago-area roofing company with extensive experience serving Oak Park. Offers comprehensive roofing services with emphasis on weather-resistant installations and energy-efficient options. Strong reputation for metal roofing and tile installations.

1235 Harlem Avenue, Oak Park, IL 60304

Specialties & Features

Metal Roofing
Tile Roofing
Energy Efficient Options
Winter Damage Repair
Emergency Services

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Oak Park

Oak Park's roofing market is characterized by a mix of historic preservation needs and modern requirements. The area experiences full four-season weather with significant temperature fluctuations, hailstorms, and heavy snow that challenge roofing systems. Many homes are historic (including Frank Lloyd Wright designs) requiring specialized materials and techniques. Local contractors must be familiar with both preservation guidelines and modern energy efficiency standards.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Oak Park regulations and climate

Frequently Asked Questions About Roofing in Oak Park

Get answers to common questions about roofing services in Oak Park, Illinois.

1What is the typical cost range for a full roof replacement on a historic bungalow in Oak Park?

For a standard asphalt shingle roof on a typical Oak Park bungalow (1,500-2,500 sq. ft.), homeowners can expect a range of $8,500 to $15,000. Costs are influenced by the roof's complexity, the specific materials chosen, and the need for historic district compliance. Illinois pricing tends to be moderate, but Oak Park's older home stock and strict preservation guidelines can sometimes add to material and labor considerations compared to newer suburbs.

2When is the best time of year to schedule a roof replacement in Oak Park, considering our local climate?

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically offer mild, dry weather, which is optimal for installation and material adhesion. Avoiding the peak of summer heat, which can make shingles overly pliable, and the winter freeze-thaw cycles common in Illinois is crucial for a durable, long-lasting installation.

3Are there special permits or historic district rules I need to be aware of for roofing work in Oak Park?

Yes, Oak Park has strict regulations, especially within its designated historic districts. A building permit from the Village of Oak Park is almost always required for a re-roof. If your home is in a historic district, you will likely need a Certificate of Appropriateness from the Historic Preservation Commission, which regulates material type, color, and profile to maintain architectural integrity. Always verify your home's status with the Village before planning.

4How do I choose a reliable roofing contractor in the Oak Park area?

Prioritize contractors who are licensed, insured, and have extensive local experience. They should be familiar with Oak Park's permit process and historic guidelines. Check for strong reviews on local platforms, ask for Oak Park-specific references you can contact, and ensure they provide a detailed, written estimate. Be wary of storm-chasers who follow severe weather; a reputable local company will have a physical address and established presence.

5What are the most common roofing problems you see on Oak Park homes due to our weather?

The most frequent issues are ice dam damage in winter, wind-driven rain infiltration around older flashing, and general wear from Illinois' freeze-thaw cycles. Ice dams are particularly problematic on older homes with inadequate attic insulation and ventilation. Regular inspections in spring and fall are key to catching cracked or cupped shingles, deteriorated chimney flashing, and clogged gutters before they lead to major interior damage.