Flossmoor Roofing Experts – Trusted Help When You Need It

From hail damage to roof leaks, Flossmoor homes need fast, professional service. We provide expert roof repair, siding services, and full insurance claim support.

About Us

Experienced Roofing Contractors in Flossmoor

Wise Guys Roofing offers full-service storm restoration in Flossmoor, including roof replacement, vinyl siding repair, and insurance assistance. Our licensed public adjusters and certified roofers work together to make sure your repairs are handled correctly and covered fully.

15+

Years in Business

5000+

Projects Completed

5

Star Rating

Services

In Flossmoor, we provide roof inspections, emergency roof repair, siding installation, hail damage restoration, and insurance claim help. Every project begins with a free, no-obligation inspection.

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

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!!

Kristina JI

January 10, 2025

★★★★★

From 4 different companies what I try to get estimates whey said it’s impossible to get be Approved With Insurance to change all roof .We hired Wise guys company to

From 4 different companies what I try to get estimates whey said it’s impossible to get be Approved With Insurance to change all roof .We hired Wise guys company to deal with a claim that we had for roof damage . They fought for us, to change all roof and all insulation , all new gutters and gutter screens ,getting a very fair settlement. The work was done in a couple days and the job was excellent, I would highly recommend this company .

Vicki Turen

February 5, 2026

★★★★★

The best experience I have ever had with a company! When we called, they called back immediately. They came out very quickly. Very polite and friendly would highly recommend to

The best experience I have ever had with a company! When we called, they called back immediately. They came out very quickly. Very polite and friendly would highly recommend to anyone.

Tim Hurt

July 12, 2023

★★★★★

Could not be happier with the work received from Wise guys. Truly the most professional customer centric contractor I've ever worked with. We had some damage to our roof and

Could not be happier with the work received from Wise guys. Truly the most professional customer centric contractor I've ever worked with. We had some damage to our roof and gutters from wind, George came out and took care of business from day one until completion of the project. My roof looks beautiful, the gutters are working better than ever and it completely transformed the look of our home! Thank you so much Wise Guys!!

Joshua Waters

August 9, 2025

★★★★★

I had the pleasure of working with Arthur from Wise Guys Construction, and I couldn’t be happier with the results! He did an excellent job on the siding for both

I had the pleasure of working with Arthur from Wise Guys Construction, and I couldn’t be happier with the results! He did an excellent job on the siding for both my house and shed, and went above and beyond by helping with installing doors and lights as well. Arthur was professional, efficient, and incredibly helpful throughout the entire process. Highly recommend his services!

Free Roof Inspection in Flossmoor – Book Today

Has your home in Flossmoor been damaged by recent storms? Book your free inspection today and let our experienced team restore your roof and manage your claim with ease.

CONTACT US CALL US

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.