Orland Park Roofing Experts – Repairs, Storm Recovery & Inspections

Wise Guys Roofing provides expert roofing services to homeowners and businesses in Orland Park. From repairs and replacements to insurance support, we make roof care easy and reliable — starting with a free inspection.

About Us

Reliable Roofing Professionals in Orland Park

Wise Guys Roofing is proud to be the go-to roofer for Orland Park residents. Our experienced team handles everything from hail damage repair to full roof replacements, working closely with you and your insurance provider to restore your property.

15+

Years in Business

5000+

Projects Completed

5

Star Rating

Services

We offer full-service roofing to Orland Park including residential and commercial repair, siding, gutters, storm restoration, and public adjuster support — starting with a free inspection for every job.

Residential Roofing

Residential Roofing

We offer full roof inspections, expert roof repairs, and affordable roof replacements tailored to your home’s needs.

Commercial Roofing

Commercial Roofing

From hotel and warehouse roofs to flat or shingle replacements for subdivisions—we’re equipped to handle any scale project.

Public Adjuster

Public Adjuster

Insurance giving you the runaround? We are licensed public adjuster and your handle storm damage roof claims, getting you the payout you deserve - stress-free.

Storm Damage

Storm Damage

Hail, wind, or water leaks? We provide emergency roof repair, storm damage restoration, and handle your insurance claim from inspection to payout.

Gutters

Gutters

Leaky or clogged gutters cause major roof issues. We repair and replace gutter systems and inspect for water damage that may require roof replacement.

Siding

Siding

Cracked, faded, or storm-damaged siding? We repair or replace your siding—and inspect for leaks that may require roof or structural updates.

Services

We’ll inspect your roof for free, review your claim at no cost, and won’t stop until your property is fully restored. Denied? Underpaid? We'll reopen and fight for the full amount.

Residential Roofing

Residential Roofing

We offer full roof inspections, expert roof repairs, and affordable roof replacements tailored to your home’s needs.

Commercial Roofing

Commercial Roofing

From hotel and warehouse roofs to flat or shingle replacements for subdivisions—we’re equipped to handle any scale project.

Public Adjuster

Public Adjuster

Insurance giving you the runaround? We are licensed public adjuster and your handle storm damage roof claims, getting you the payout you deserve - stress-free.

Storm Damage

Storm Damage

Hail, wind, or water leaks? We provide emergency roof repair, storm damage restoration, and handle your insurance claim from inspection to payout.

Gutters

Gutters

Leaky or clogged gutters cause major roof issues. We repair and replace gutter systems and inspect for water damage that may require roof replacement.

Siding

Siding

Cracked, faded, or storm-damaged siding? We repair or replace your siding—and inspect for leaks that may require roof or structural updates.

Reviews

GV

May 6, 2026

★★★★★

I needed a roofing specialist to determine the issue I was experiencing. Since The Wise Guys replaced my roof years ago, I had no hesitation about who to call. The

I needed a roofing specialist to determine the issue I was experiencing. Since The Wise Guys replaced my roof years ago, I had no hesitation about who to call. The owner arrived promptly, diagnosed the problem within minutes, and fixed it right away. Evaldas is a man of his word—you can call him at any time of day, and he’ll answer. From accurate problem diagnosis to superb craftsmanship, the entire experience was excellent. If you’re looking for reliable, high-quality work, look no further than The Wise Guys.

Nick

July 6, 2026

★★

I genuinely hope you guys fix roofs better than you drive. Its a nice Monday morning and one of your trucks came inches from hitting me, nearly running me off

I genuinely hope you guys fix roofs better than you drive. Its a nice Monday morning and one of your trucks came inches from hitting me, nearly running me off the road on Maple Ave. Had your employee known how to properly turn into the left lane, I wouldn't have had to go over the curb avoiding him. He then proceeded to swerve up and down Maple before I turned off on Rt 53. Advise your employees that maybe dont drive at a near criminal negligence level when displaying your contact information.

Melissa Damato

January 10, 2025

★★★★★

Recently had our roof and siding done by Wise Guys Construction, and we are blown away by the quality of work & professionalism with everyone we dealt with. This was

Recently had our roof and siding done by Wise Guys Construction, and we are blown away by the quality of work & professionalism with everyone we dealt with. This was our first big home project & Wise guys made our dreams happen effortlessly. They dealt with our insurance, obtained all permits, kept us up to date with the process, and walked us through every step of the way. The gentleman who did our siding, I wish I got his name. He was phenomenal! We can't thank you all enough for your hard work & the beautiful job on our home. Wise Guys Construction is top notch, and we highly recommend!!

Jennifer Vandeloo

April 20, 2026

★★★★★

5 years ago Wise Guy roofing replaced my roof & worked with my insurance to get it completely covered due to a microburst. Fast forward to today, I called them

5 years ago Wise Guy roofing replaced my roof & worked with my insurance to get it completely covered due to a microburst. Fast forward to today, I called them to have them look at my gutters that were pulled away from my roof & they came out and looked at my gutters & fixed them on the spot FREE of charge. There are so many people you can’t trust out there or that you will get taken advantage of or over pay. Wise Guy Roofing you can trust whole heartedly. I would give more stars if I could. Wise Guy Roofing for the win!

Kyle Kilgore

June 5, 2026

★★★★★

Just got a new roof put on with these guys. We worked with Remi and he was awesome. We were going through insurance and he kept the entire process simple

Just got a new roof put on with these guys. We worked with Remi and he was awesome. We were going through insurance and he kept the entire process simple and explained everything well. Highly recommend this company.

Free Roof Inspection in Orland Park – Book Now

If you’re in Orland Park and your roof needs help, reach out to Wise Guys Roofing for a free inspection. We’ll deliver honest insights, clear options, and fast, professional roofing services.

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Service Areas

Addison Algonquin Alsip Arlington Heights Aurora Barrington Barrington Hills Bartlett

Our Partners

For over 15 years, we’ve been providing top-tier exterior home construction services throughout the Chicagoland area. When you choose us, you can trust that your roofing or home remodeling project will be completed the right way. We don’t take shortcuts — we install quality roofing products and materials with precision and care.