The Best Roofing Contractors in Chester, IL

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

#1

All About Roofing & Construction

4.8
(112 reviews)
Verified

Full-service roofing contractor specializing in storm damage restoration and insurance claims. Known for exceptional customer service and expertise with both residential and commercial properties throughout Randolph County. Offers 24/7 emergency services and works with all major insurance providers.

1250 State Street, Chester, IL 62233

Specialties & Features

Storm Damage Restoration
Insurance Claims
Emergency Services
Metal Roofing
Shingle Roofing

Business Information

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

B&B Roofing

4.6
(87 reviews)
Verified

Family-owned and operated roofing company with deep roots in Southern Illinois. Specializes in residential roof replacements and repairs, particularly skilled with asphalt shingle systems. Known for thorough inspections and maintenance programs designed for the local climate with high winds and seasonal storms.

101 Swanwick Street, Chester, IL 62233

Specialties & Features

Residential Roof Replacement
Roof Repair
Roof Inspections
Asphalt Shingles
Maintenance Programs

Business Information

Years in Business:20 years
Licensed:Yes
Insured:Yes
#3

Tri-County Roofing & Siding

4.5
(64 reviews)
Verified

Reputable regional contractor serving Chester and surrounding counties. Offers comprehensive roofing services including commercial flat roofing systems and various residential materials. Provides strong warranties and uses high-quality materials suited for the Midwestern climate with resistance to hail, wind, and temperature fluctuations.

Highway 150, Chester, IL 62233

Specialties & Features

Commercial Roofing
Residential Roofing
Siding Installation
Tile Roofing
Warranty Protection

Business Information

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

Why These Are the Top Roofing Contractors in Chester

Chester's roofing market is characterized by specialized local contractors familiar with the region's specific weather challenges, including severe thunderstorms, high winds, hail, and occasional tornado activity. The Mississippi River valley climate requires durable roofing materials that can withstand temperature variations and moisture. Most reputable contractors are well-versed in insurance claims processes due to frequent storm damage events. The market consists primarily of family-owned businesses with deep community ties and long-standing reputations.

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 Chester regulations and climate

Frequently Asked Questions About Roofing in Chester

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

1What is the typical cost range for a full roof replacement on a single-family home in Chester, IL?

In Chester, a full asphalt shingle roof replacement for a typical 2,000 sq. ft. home generally ranges from $8,500 to $15,000. The final cost depends on roof complexity, material choice (e.g., impact-resistant shingles for our storm-prone area), and the extent of underlying decking repair needed. Illinois' higher labor and material costs compared to national averages, along with local disposal fees, are key factors in this pricing.

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

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically avoid the extreme heat and humidity of a Southern Illinois summer, which can make installation challenging, and the unpredictable ice, snow, and freezing temperatures of winter. Scheduling early in these seasons is crucial, as reputable local roofers' calendars fill up quickly ahead of the storm season.

3Are there specific local building codes or permits required for roofing work in Chester?

Yes, roofing work in the City of Chester requires a building permit from the local Building & Zoning Department. A key local consideration is ensuring compliance with the Illinois State Energy Conservation Code, which affects attic insulation and ventilation requirements. Your chosen contractor should handle the permit process, and all work must pass a final inspection to ensure it meets both city and state codes for wind resistance and proper installation.

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

Prioritize contractors who are licensed, insured, and have a verifiable physical address in the region. Ask for local references in Chester or Randolph County and view past projects. Crucially, ensure they have extensive experience with the severe weather common here, including high winds, hail, and heavy rainfall. Always check their standing with the Better Business Bureau and avoid storm chasers who follow severe weather events.

5What are the most common types of roof damage you see on Chester homes, and what maintenance is recommended?

The most frequent issues are wind damage to shingles, leaks from deteriorated flashing around chimneys and vents, and damage from fallen tree limbs or hail. We recommend biannual inspections (spring and fall) to check for loose or missing shingles, clean gutters clogged by local tree debris, and ensure attic ventilation is clear to prevent ice dam formation in winter, which is a common problem given our freeze-thaw cycles.