FOR RESIDENTIAL & COMMERCIAL

Roof Repairs & Maintenance in Chicago & Chicagoland

Not every roofing issue requires a full replacement. Lakeland handles targeted repairs, inspections, and scheduled maintenance for residential homes and commercial properties, and we’ll tell you honestly what needs to be done now versus what can wait. Everything is documented in writing. No upsells, no pressure.

  • Certified Select Certai Teed Master Shingle Applicator
  • 50-Year Material Warranty · 10-Year Workmanship Warranty
  • 5.0 across 240+ reviews

WHAT WE REPAIR

Roofing Repairs We Provide

Roof leaks rarely originate where the water shows up inside. Lakeland locates the actual entry point, not just where it’s dripping, using a systematic inspection of the roof surface, underlayment, and penetration flashing. Repairs are documented with before and after photos and a written description of what was found and what was done.

Leak Detection & Repair

Roof leaks rarely originate where the water shows up inside. Lakeland locates the actual entry point, not just where it’s dripping, using a systematic inspection of the roof surface, underlayment, and penetration flashing. Repairs are documented with before and after photos and a written description of what was found and what was done.

Damaged or Missing Shingles

High winds, hail, and age can lift, crack, or remove individual shingles, creating entry points for water that aren’t always visible from the ground. Lakeland assesses the scope of shingle damage, identifies whether it’s isolated or indicative of broader system deterioration, and repairs or replaces only what needs to be addressed.

Flashing Repair & Replacement

Flashing failures around chimneys, skylights, pipe stacks, and roof-to-wall intersections are one of the most common sources of residential roof leaks. Lakeland repairs and replaces flashing using appropriate materials for the application, and identifies any adjacent damage the failing flashing may have caused.

Ventilation Repairs

Inadequate or failed roof ventilation accelerates shingle deterioration, contributes to ice dam formation, and can void manufacturer warranties. Lakeland inspects ventilation as part of every repair visit and addresses any deficiencies — including replacing non-warrantied “mushroom” vents with filtered ridge vent systems.

Gutter-Related Roof Damage

Clogged or improperly installed gutters create water backup that damages fascia, soffit, and the shingle course at the eave. Lakeland identifies gutter-related roof damage during repair inspections and can address the roofing damage alongside a gutter assessment.

Commercial Roof Repairs & Maintenance Programs

Commercial Roof Repairs

  • Lakeland repairs commercial roofing systems across the full range of materials in use across Chicagoland: TPO, EPDM, PVC, modified bitumen, built-up roofing, and pitched commercial systems using shingle or metal.
  • Commercial repairs are documented with before-and-after photos and a written scope — essential for warranty records, property management reporting, and insurance files.
see Flat Roofing for the full scope of system repair

Repair vs. Replacement: How We Help You Decide

Repair is typically the right call when:

Damage is isolated to a specific section or penetration

The roof system is otherwise in sound condition

The shingle system has 10+ years of useful life remaining

Replacement makes more sense when

The roof is within 5 years of end of life and repairs are recurring

Hail or storm damage is widespread across the roof surface

Underlying decking shows moisture damage or rot

The repair cost exceeds 30–40% of replacement cost

How We Help You Decide

We don’t lead every inspection toward a full replacement. Sometimes the honest answer is that a targeted repair extends your roof’s useful life by 5–10 years at a fraction of replacement cost. Other times, the damage is extensive enough that continued repair spending exceeds the cost of replacement, and we’ll tell you that too.

We document our findings in writing before any work is agreed to. If a full replacement is warranted, we provide a detailed replacement proposal.

Trusted by Chicagoland Homeowners

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.