Your Leading Roofing & Exterior Experts in Chicago & Chicagoland

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Roofing & Exterior Projects Across Chicagoland & Southern Wisconsin

We have built a solid reputation based on our unwavering commitment to honesty, hard work, and top-notch craftsmanship.

OUR SERVICES

Roofing & Exterior Services for Residential and Commercial Properties

Residential Roofing

From shingle replacements to full tear-offs, we protect Chicagoland homes with CertainTeed’s Complete Roofing System and 35+ years of crew experience. Honest estimates, clean job sites, and a 50-year material warranty backed by a 10-year Lakeland workmanship warranty.

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From shingle replacements to full tear-offs, we protect Chicagoland homes with CertainTeed's Complete Roofing System and 35+ years of crew experience. Honest estimates, clean job sites, and a 50-year material warranty backed by a 10-year Lakeland workmanship warranty.
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Residential Roofing

Property managers, building owners, and facility teams trust Lakeland for TPO, EPDM, PVC, and built-up roofing systems that minimize tenant disruption. Our commercial foremen each bring 35+ years of experience to every project.
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Commercial Roofing

Shingle Roofing

Architectural and designer shingle roofing systems installed for long-term protection, curb appeal, and dependable performance in Midwest weather.

Metal Roofing

Standing seam and specialty metal roofing solutions built for durability, energy efficiency, and a clean finished look on residential and commercial properties.

Flat Roofing

TPO, EPDM, PVC, and other low-slope roofing systems installed for dependable waterproofing, energy performance, and long-term protection.

Storm & Hail Damage

Hit by a storm? We move fast. Free damage assessments, insurance claim support, and emergency tarping when you need it — for both homes and commercial properties across Illinois and Wisconsin.

Exterior Siding

Protect and refresh your home’s exterior with professional siding installation and replacement. We work with durable materials built to stand up to Midwest weather, with the same clean finish and honest pricing as our roofing work.

Gutters & Downspouts

Properly installed gutters protect your foundation, fascia, and landscaping. We install 6″ K-style .032-gauge aluminum seamless gutters with hidden hangers and box miters — built to last and cut to fit your home exactly.

ABOUT LAKELAND EXTERIORS & ROOFING

Family-Owned Roofing Contractor Serving Chicagoland for Over 30 Years

Lakeland Exteriors & Roofing is a family owned and operated business that has been providing superior quality and craftsmanship for over 30 years. Our company goal is 100% client satisfaction. If you ever have questions or concerns, we’re just a phone call or email away.

We have offices in Lake Villa and Skokie, and serve the entire Metro Chicago area and Southern Wisconsin. From a single shingle repair to a full commercial reroof, the same team that answers your call is the team standing behind the work.

5.0 across 240+ reviews

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The Lakeland Advantage

We’ve been roofing the Metro Chicago area and Southern Wisconsin for over three decades, and we’re still family-owned. That means the same people who answer your call are the ones standing behind the work on every job, every season, every warranty.

30+ Years of Craftsmanship

Family owned and operated since the start. Our two lead commercial foremen each bring over 35 years of experience. When you hire Lakeland, you’re hiring a crew that has done this work thousands of times.

Premium Materials, Honest Pricing

CertainTeed Landmark and Landmark Pro shingles for residential. TPO, EPDM, PVC, and built-up systems for commercial. We tell you exactly what we’re using and why. We don’t install corner-cutting components like “mushroom” vents that void manufacturer warranties.

Warranties That Stand Up

Residential roofs include a 50-year CertainTeed material warranty plus a 10-year Lakeland workmanship warranty. Commercial flat roofs include a 20-year NDL manufacturer warranty plus a 20-year Lakeland workmanship warranty.

Serving the Metro Chicago Area & Southern Wisconsin

From the lakefront North Shore communities to the inner suburbs of Cook County, and from Lakeland’s home base in Lake County all the way to Southern Wisconsin, our two offices keep us within close reach of the entire Metro Chicago service area. Every community on this page is one we serve regularly, with the same CertainTeed-certified crew, the same 10-year workmanship warranty, and the same commitment to showing up on time and cleaning up completely.

Trusted by 1000+ Property Owners Across Illinois & Wisconsin

The Quality of the Workmanship was Excellent! They cleaned the gutters and installed Raindrop Gutter Guard. All questions were answered promptly. Job site was cleaned up like they were never here.
Professional, Courteous, and Worked Hard! Looked at the areas we tagged in a timely manner. Lakeland came highly recommended to me after I had a poor experience with another roofing company.
Superior Services for our Roofing needs! We had a roof at the end of its life. Lakeland team inspected the roof and gave us an honest opinion of its lifespan. Would highly recommend to anyone looking for a new roof!
Great job at the Exact Quoted Price. Referred by two relatives that had good experiences. Lakeland's workmanship appears well done and mine has a ten year warranty. Very pleased.
Lakeland exceeded my expectations! I couldn't be happier with our new roof and the experience working with Lakeland. Easy Process, high quality of work and professionalism was impressive.
My Experience with Lakeland was great! The crew was friendly and responsive to my requests. They cleaned up at end of the day. The quality of the product and the workmanship were great.
Good old Fashioned Service and Reliability! Highly skilled professionals. Not only did they repair all of our storm damage, but they took the time to educate us and do the job completely right.
Lakeland Team Delivered an Outstanding Product! Lakeland delivered hands down, the experience has exceeded my expectations 10 fold!! I cannot say enough about the clean up and thoughtful workmanship.
Great from start to finish. Very professional. The estimate was given quickly, professionally and accurately. Work was completed very quickly and the workmanship was excellent. Area was cleaned completely before they left. A very nice surprise to find such good workmanship in a timely manor, in these days of long waits and poor workmanship. Fair priced. I would recommend them highly.
Total roof replacement and gutter guards. From beginning to end, excellent communication, workmanship top tier, and cleanup was well done at the end of each day. They take pride in their work, and would not take payment (it was offered), until even the smallest detail was completed to our and their satisfaction. Derek was wonderful, he gave us advice at each step with no pressure (including info to share with our HOA). This was very welcomed, and resulted in informed decisions. The roof looks great!
Lakeland did a great job. They were on time, fast and professional. Overall great experience.
I would definitely use Lakeland exteriors for any exterior work I would need done. They do quality work and they have very professional employees. I would definitely refer them to anyone needing any exterior repairs or replacement projects.

The Lakeland Process

Three Steps to a Roof Done Right

Getting accurate pricing information is crucial when it comes to planning your project. That is why we have developed a simple and convenient three-step process for our free project estimate.

We use state-of-the-art measurement and estimating technology to give you faster, more accurate pricing from the start.

1

Contact Us

Call, email, or fill out the form. We’ll respond same-day during business hours. We’re just a phone call or email away.

2

On-Site Assessment

We come out, inspect the roof, and document what’s actually going on. Every line item is itemized in writing: no high-pressure sales tactics, no upsells you don’t need.

3

Customized Estimate

You get a clear, written estimate with materials, scope, and price. Our Price Match Solution means if you receive a lower priced proposal for the same scope, we’ll meet it. If you decide to move forward, we schedule the work around your life or your tenants.