Smart, Affordable Gutter Installation for Your Property
At Second City Roofing & Exteriors, we know how important a strong, reliable gutter system is for your home or business. Whether your gutters are leaking, sagging, or just outdated, we’re here to help. With over 45 years of experience serving Chicagoland, we install and replace gutters that work hard and look great — all at a price you can feel good about.
We’re licensed, insured, and proud to bring top-quality results to every job. Let’s make sure your property stays dry, protected, and looking sharp.
Why Your Gutters Matter
Your gutters aren’t just there for show — they keep water away from your roof, walls, and foundation. That means fewer repairs down the road and more peace of mind when it rains or snows.
What You Can Expect
We handle every part of your gutter system with expert care:
- Gutter Installation
Custom-fit, seamless systems that handle even the heaviest storms
- Gutter Replacement
Swap out old, failing gutters with fresh, efficient ones.
- Gutter Repairs
Quick fixes that stop leaks and keep your system flowing
- Downspouts & Drainage
Designed to direct water where it belongs
- Gutter Guards
Optional add-ons to help block leaves and reduce clogs
We only use high-quality materials like aluminum, copper, or steel — and we’ll walk you through the options so you get the right fit for your style, home, and budget.
Honest Work. Smart Prices.
When you work with Second City, you’re not just getting a contractor —you’re getting a team that treats your home like it’s our own. We don’t cut corners, and we always aim to give you the best service for the best price.
Need help deciding what’s best for your home? No problem. We’ll take the time to explain your options and recommend the solution that works for you — no pressure, just honest advice.
Ready to Upgrade Your Gutter?
Get professional, affordable gutter installation, replacement, and repair for your home or business. Call us today at (773) 384-6300 to get an estimate.
Job Done Right – Every Time
ASK ABOUT OUR 18-MONTH FINANCING WITH 0% INTEREST
Improve now, pay later.
We offer financing & accept all major credit cards.
Get Your New Flat Roof Quick!
We work quickly and efficiently, so your projects will be finished on time.
Free Estimates
Let our experts help you build your roof in Chicago with a free and detailed estimate before any work begins.
Best Quality
We want your roof to be protected for as long as possible, so we always use the highest quality materials available.
Roof Style & Sizing
We'll help you get the roof that's perfect for your budget. Choose from a variety of styles, or customize it to suit your needs.
Our Warranty
When you buy a roof from us, you don't just get a building—you get peace of mind.
