Get matched with the best Roofing & Gutter Service pros in Highland Park, IL

Find licensed roofers and gutter specialists near you. Get free quotes for roof repair, shingle replacement, and gutter installation.

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Retaining Wall Construction
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Insulation Installation
Foundation Installation & Repair
Basement Waterproofing
Landscape Design
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Tree & Shrub Care
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Seasonal Yard Cleaning
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Patio Design & Installation
Paver Installation
Driveway Repair & Paving
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Sidewalk & Pathway Installation
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Stone & Concrete Installation
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Sprinkler Installation & Repair
Sprinkler Adjustment
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Irrigation System Repair
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Drought-Resistant Lawn Installation
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Drywall Installation & Repair
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Showalter Roofing Service, Inc.

★ ★ ★ ★ ★ 4.7 (25 reviews)
Naperville, IL 60564

Showalter Roofing Service, Inc., founded in 1979 by Dale Showalter, has built a reputation for honesty, integrity, and exceptional craftsmanship. As a GAF Master Elite Roofing Contractor in Illinois,...

Annointed Services Home Improvement

★ ★ ★ ★ ★ 4.8 (18 reviews)
Matteson, IL 60443
8 projects

Annointed Services Home Improvement is a general contracting company dedicated to enhancing your living spaces. We operate on a customer-focused business model, ensuring that every project is complete...

Don Sharp Home Improvements

★ ★ ★ ★ ★ 4.7 (18 reviews)
Bartlett, IL 38135

Don Sharp Home Improvements has proudly served the home improvement industry since 1984, holding an A+ rating with the Better Business Bureau. As a fully insured and bonded Tennessee licensed contract...

RG Roofing & Exteriors

★ ★ ★ ★ ★ 4.6 (18 reviews)
Aurora, IL 60506

RG Roofing & Exteriors is your premier roofing contractor in Aurora, IL. We specialize in asphalt roofing, roof leak repairs, and comprehensive commercial solutions. Our dedicated team ensures quality...

Nombach Home Exteriors

★ ★ ★ ★ ★ 4.7 (15 reviews)
Blue Island, IL 60406
1 project

Nombach Home Exteriors, established in 1969 by Hans Dieter Nombach, is a family-owned business committed to quality craftsmanship in the Chicagoland area. With over 20,000 homes serviced, we specializ...

COMPETITIVE Flat Roofing

★ ★ ★ ★ ★ 4.7 (15 reviews)
Crystal Lake, IL 60014
11 projects

COMPETITIVE Flat Roofing specializes in flat roof maintenance and repair in Crystal Lake. Our experienced team ensures that your commercial roofing meets all quality standards, providing reliable prot...

Competitive Flat Roofers

★ ★ ★ ★ ★ 4.6 (15 reviews)
Barrington, IL 60010
4 projects

Competitive Flat Roofers Barrington is your trusted partner for professional tuckpointing and flat roofing services. We specialize in flat roof repair and replacement for both residential and commerci...

White Eagle Remodeling

★ ★ ★ ★ ★ 4.6 (15 reviews)
Park Ridge, IL 60068
2 projects

White Eagle Remodeling, located in Park Ridge, IL, specializes in high-quality home renovations and remodeling services. Our expert team is dedicated to transforming spaces with precision and attentio...

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Verified Reviews for Roofing & Gutter Services pros in Highland Park, IL

*The Growcycle rating for Roofing & Gutter Services companies in Highland Park, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing & Gutter Services needs.

Last update on July 10, 2026

Victoria Wells

Reviewed in September 2025

Total Roofing And Construction Services did an excellent job on my new roof. They were professional, quick, and the quality is outstanding. Highly recommend their services!

Total Roofing and Construction Services - Roofing & Gutter Services in Highland Park, IL Total Roofing and Construction Services Request a quote

Emily Davis

Reviewed in February 2026

The crew was friendly and efficient, completing the job ahead of schedule. Very satisfied with the roof and service provided.

Showalter Roofing Service, Inc. - Roofing & Gutter Services in Highland Park, IL Showalter Roofing Service, Inc. Request a quote

Brian Davis

Reviewed in December 2025

Amazing job on my roof replacement! The crew was efficient and respectful, and I felt informed throughout the process. Great value for the money!

Mr. Roof and Remodeling - Roofing & Gutter Services in Highland Park, IL Mr. Roof and Remodeling Request a quote

Sarah Wilson

Reviewed in January 2026

I was impressed by the attention to detail and the overall quality of the work. My gutters are functioning perfectly, and I couldn't be happier!

Simplex Gutter Systems - Roofing & Gutter Services in Highland Park, IL Simplex Gutter Systems Request a quote

Emily Davis

Reviewed in June 2025

Competitive Flat Roofing provided exceptional service for my flat roof installation. Their attention to detail and quality materials make a noticeable difference. Very satisfied!

COMPETITIVE Flat Roofing - Roofing & Gutter Services in Highland Park, IL COMPETITIVE Flat Roofing Request a quote
Cost Guide

How much does Roofing & Gutter Services cost in Highland Park, IL?

Typical roofing & gutter services projects in Highland Park, IL range from $5,000 to $15,000, with most homeowners paying around $8,000.

$5,000
$8,000 Typical cost in Highland Park, IL
$15,000
LOWHIGH

Prices vary by project scope, materials, and local labor rates.

Per Sq Ft $3–$6
Per Square $200–$500
Per Gutter Foot $5–$10

Last updated: April 2026

Roofing and gutter services in Highland Park typically cost between $5,000 and $15,000, with an average of around $8,000. Prices are influenced by roof type, materials, and the complexity of the job.

Local contractors in Highland Park often have varying labor rates, generally falling between $60 and $100 per hour. Permits for roofing work must be obtained from the Highland Park Building Department, with associated fees depending on the project's specifics.

When comparing quotes from roofing contractors in Highland Park, focus on the materials, warranty, and the fine print in each proposal. It's wise to get multiple estimates to ensure you're getting a fair deal.

When comparing roofing and gutter quotes in Highland Park, pay close attention to the warranties offered and the quality of materials specified to ensure long-term performance.

What affects the cost in Highland Park, IL?

Highland Park Labor Rates

Licensed roofing contractors in Highland Park charge $60–$100/hr, reflecting the expertise needed for quality installations. Higher rates often correlate with greater experience.

Permits & Inspections

Roofing work in Highland Park usually requires permits from the Highland Park Building Department. The inspection process can take a few days, so plan accordingly.

Material Selection & Quality

Material choice can swing a roofing project by 15–25%. Options range from asphalt shingles to metal roofing, each impacting cost and longevity.

Seasonal Demand & Scheduling

The best time to schedule roofing services in Highland Park is during early fall or late spring. This avoids winter snow and summer heat, allowing for more efficient work.

Frequently Asked Questions About Roofing & Gutter Services in Highland Park, IL

In Highland Park, it is possible to install a new roof over an existing one, but this approach comes with considerations. Many homeowners opt for this method to save on labor costs and disposal fees. However, if your current roof has significant damage or is already layered with multiple shingles, it may be better to remove the old roof entirely. Building codes may also dictate the number of layers allowed, so it’s essential to check local regulations. Consulting with a qualified roofing contractor can help determine the best course of action for your specific situation.

To extend the lifespan of your roof in Highland Park, regular maintenance is key. Schedule inspections at least once a year and after severe weather events to identify potential issues early. Keep gutters and downspouts clear to prevent water buildup, which can lead to leaks. Trim overhanging branches to reduce the risk of damage during storms. Additionally, ensure proper ventilation in your attic to prevent heat and moisture buildup, which can cause shingles to deteriorate. Investing in timely repairs and quality materials can also significantly enhance your roof’s longevity.

In Highland Park, it is generally recommended to clean your gutters at least twice a year, typically in the spring and fall. However, if you have overhanging trees or live in an area with a lot of debris, more frequent cleaning may be necessary. Clogged gutters can lead to water damage, foundation issues, and pest infestations, making regular maintenance vital. It's also a good idea to inspect your gutters after heavy storms or strong winds, as debris can accumulate quickly. Hiring a local professional for gutter cleaning can ensure the job is done safely and effectively.

The best roofing material for homes in Highland Park depends on various factors, including climate, budget, and aesthetic preferences. Asphalt shingles are the most popular choice due to their affordability and ease of installation. However, metal roofing has gained popularity for its durability and energy efficiency, making it a great option for the fluctuating weather in Highland Park. Slate and tile roofs offer a more upscale appearance and longevity but come at a higher cost. It's essential to consider your home's architecture and local regulations when selecting roofing materials, and consulting with a local roofing expert can provide valuable insights.

Several signs can indicate the need for a new roof, particularly in Highland Park where weather conditions can take a toll. Look for missing shingles, significant granule loss, or curling and buckling shingles. Additionally, if you notice water stains on your ceiling or walls, it may indicate a leak that requires immediate attention. Age is another factor; most roofs last between 20 to 30 years depending on the material. If your roof is approaching this age or has sustained damage from storms, it may be time to consider a replacement. Consulting with a local roofing professional can provide a thorough assessment and recommendations.

Common Roofing & Gutter Services services and their costs

Typical pricing in Highland Park, IL by service type.

Roof Installation Services

Complete roofing solutions

MethodCost Range
Asphalt Shingle Roof
Most common roofing type, affordable and reliable.
$5,000–$10,000
Metal Roof Installation
Durable and long-lasting roofing option.
$10,000–$15,000
Flat Roof Installation
Ideal for commercial buildings and modern homes.
$5,000–$12,000
Tile Roof Installation
Aesthetic and weather-resistant, but pricier.
$10,000–$20,000

Gutter Installation Services

Essential water management

MethodCost Range
Seamless Aluminum Gutters
Low maintenance and effective for draining water.
$1,000–$2,500
Copper Gutters
Aesthetic and durable, but more expensive.
$2,000–$4,000
Gutter Guards Installation
Prevents debris buildup in gutters.
$500–$1,500
Gutter Repair Services
Fix leaks and other issues in existing gutters.
$300–$800
Ready to start your roofing & gutter services project? Get free quotes from vetted pros in Highland Park, IL.
Get Free Estimates

Price ranges are estimates compiled from publicly available data and may vary with project scope.


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Browse all services
Retaining Wall Construction
Window Installation & Replacement
Roofing & Gutter Services
Siding & Exterior Remodeling
Solar Panel Installation Services
Pest Control Services
Septic Tank & Septic System Services
Garage Door Installation & Repair
Insulation Installation
Foundation Installation & Repair
Basement Waterproofing
Landscape Design
Landscape Construction
Landscape Maintenance
Landscape Repair
Land Cleaning
Garden Remodeling
Tree Planting & Transplanting
Tree & Shrub Care
Lawn Care & Mowing
Lawn Edging & Trimming
Leaf Removal & Cleanup
Seasonal Yard Cleaning
Lawn Aeration
Lawn Dethatching
Lawn Overseeding & Reseeding
Patio Design & Installation
Paver Installation
Driveway Repair & Paving
Deck Building & Repair
Sidewalk & Pathway Installation
Fence Installation
Stone & Concrete Installation
Outdoor Lighting Installation
Sprinkler Installation & Repair
Sprinkler Adjustment
Drip Irrigation System Installation
Irrigation System Repair
Rainwater Harvesting System Installation
Drought-Resistant Lawn Installation
Handyman Services
Air Duct Cleaning Services
Door Installation & Replacement
Drywall Installation & Repair
House Painting Services
Kitchen Remodeling
Interior Design & Decorating
Custom Cabinets & Cabinetry
Countertop Installation Services
Flooring Installation Services
Tile & Stone Installation Services
Carpet Installation
Bathroom Remodeling
Walk-In Tub Installation
Home Renovation & Remodeling Services
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Custom Home Builders
Commercial Construction Services
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Browse all services
Retaining Wall Construction
Window Installation & Replacement
Roofing & Gutter Services
Siding & Exterior Remodeling
Solar Panel Installation Services
Pest Control Services
Septic Tank & Septic System Services
Garage Door Installation & Repair
Insulation Installation
Foundation Installation & Repair
Basement Waterproofing
Landscape Design
Landscape Construction
Landscape Maintenance
Landscape Repair
Land Cleaning
Garden Remodeling
Tree Planting & Transplanting
Tree & Shrub Care
Lawn Care & Mowing
Lawn Edging & Trimming
Leaf Removal & Cleanup
Seasonal Yard Cleaning
Lawn Aeration
Lawn Dethatching
Lawn Overseeding & Reseeding
Patio Design & Installation
Paver Installation
Driveway Repair & Paving
Deck Building & Repair
Sidewalk & Pathway Installation
Fence Installation
Stone & Concrete Installation
Outdoor Lighting Installation
Sprinkler Installation & Repair
Sprinkler Adjustment
Drip Irrigation System Installation
Irrigation System Repair
Rainwater Harvesting System Installation
Drought-Resistant Lawn Installation
Handyman Services
Air Duct Cleaning Services
Door Installation & Replacement
Drywall Installation & Repair
House Painting Services
Kitchen Remodeling
Interior Design & Decorating
Custom Cabinets & Cabinetry
Countertop Installation Services
Flooring Installation Services
Tile & Stone Installation Services
Carpet Installation
Bathroom Remodeling
Walk-In Tub Installation
Home Renovation & Remodeling Services
Design-Build Services
Custom Home Builders
Commercial Construction Services
Carpentry & Woodworking
Architectural & Building Design Services
Structural Engineering Services
Heating & Cooling Services
Electrical Services
Plumbing Services
Smart Home & Theater Installers
Professional Home Organizers
Junk Removal & Hauling