Frequently Asked Questions
I have a leak in my roof valley. What's the best way to fix it?
A roof valley leak is a serious issue common in Chicago due to heavy rain and snow. The repair depends on the cause, which could be damaged flashing, worn shingles, or debris buildup. We start with a thorough inspection to pinpoint the exact problem. Often, it requires resealing or replacing the valley flashing and installing new, high-quality shingles to create a proper water channel. Addressing it quickly prevents interior water damage and more extensive, costly repairs.
My roof shingles are curling. Does this mean I need a full roof replacement?
Not necessarily. Shingle curling, often caused by Chicago's temperature swings and moisture, can sometimes be addressed with targeted repairs if the damage is isolated. However, widespread curling typically indicates the shingles are at the end of their lifespan and may be failing to protect your home. Our roof inspection will assess the extent of the damage, the condition of the underlayment, and your roof's overall integrity to determine if a repair or a replacement is the most cost-effective and durable solution for you.
How can my gutters help prevent common Chicago roofing problems?
Properly functioning gutters are your roof's first line of defense. They channel water and melting snow away from your roof edge, fascia, and foundation. Clogged or damaged gutters cause water to back up under the roof shingles (leading to leaks and ice dams) or overflow, saturating the ground near your foundation. Our gutter cleaning, repair, and installation services ensure efficient water flow, which directly helps prevent roof valley leaks, wood rot, and basement moisture—key to maintaining your home's integrity in our climate.
Company Background
Windy City Roofing & Gutters is a trusted Chicago roofing and gutter contractor dedicated to protecting local homes from the city's harsh weather. We specialize in addressing common local roofing issues like roof valley leaks and shingle curling, which can lead to serious water damage if left unchecked. Our comprehensive services include expert roof inspections, precise repairs, and full replacements using durable, weather-resistant materials. For gutters, we offer installation, cleaning, and repair to ensure proper water drainage away from your home's foundation. As a locally-owned business, we understand the specific challenges Chicago homes face and provide reliable, long-lasting solutions to keep your property safe and secure through every season.
Property Service Solutions
- Gutter cleaning
- Skylight repair
- Roof repair
- Roof inspection
- Roof cleaning
- Gutter repair
- Gutter replacement
Business Location & Hours
| Mon: | 7:00 AM - 5:00 PM |
| Tue: | 7:00 AM - 5:00 PM |
| Wed: | 7:00 AM - 5:00 PM |
| Thu: | 7:00 AM - 5:00 PM |
| Fri: | 7:00 AM - 5:00 PM |
| Sat: | 7:00 AM - 4:00 PM |
| Sun: | 8:00 AM - 4:00 PM |



