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Over 561 Verified Reviews

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Roofing Contractor & Exterior Contractor in Chicago, IL

Serving Chicagoland for over 45 years.

Doing the best Chicago roofing work for the best price.

Get the best value, service, and warranty on the highest quality roofing and home exterior work from the best in Chicagoland. We are an A+ rated roofing company with the BBB, 4.7 rated with Angies List, 4.3 star Yelp, 4.3 star Google in the Chicago, IL area. Contact Second City Roofing & Exteriors – Your number One Roofer in Chicago.


At Second City Roofing, Exteriors & Garages, we pride ourselves on being the best Chicago roofing contractor. That means we have to be the best at everything: the best service, price, and delivery standards, and the best professional work done to your requirements.


When you need a reliable roofing contractor in Chicago, IL, trust the professionals at Second City Roofing & Exteriors. We specialize in residential and commercial roofing services, including expert flat roof replacement tailored to Chicago’s demanding weather conditions. From roof replacement to exterior improvements, our team delivers durable craftsmanship, honest pricing, and long-lasting results.


Chicago property owners trust our team because we know how unpredictable Midwest weather can be. From severe storms and heavy snowfall to strong winds and sudden temperature shifts, homes and buildings in Chicago need reliable protection. As a trusted Chicago roofing and exterior services company, we provide high-quality roofing systems built for long-term durability and weather resistance. Beyond roofing, our expertise also includes siding installation, gutter systems, soffit and fascia services, exterior repairs, and full exterior restoration. Our goal is to help protect your property’s structure, improve curb appeal, and ensure lasting performance in every season.

“The Bitterness of Poor Quality Remains Long After the Sweetness of Low Price Is Forgotten.”

45 Years of Experience Tells Us

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Our Services

Serving Chicagoland for Over 45 Years—Doing the Best Chicago Roofing Work for the Best Price

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Serving Chicago and Surrounding Suburbs

  • Evanston, IL
  • Forest Park, IL
  • Franklin Park, IL
  • Galewood, IL
  • Lincolnwood, IL
  • Melrose Park, IL
  • Schiller Park, IL
  • Norridge, IL
  • Oak Park, IL
  • And Other Areas

Stay Informed With Our Expert Roofing Tips & Insights

Visit our blog and stay informed and inspired with our home improvement advice, seasonal maintenance guides, and roofing FAQs. Our blog is here to help you protect your investment and make smart decisions about your home.

Your Spring 2026 Exterior Home Maintenance Checklist for Chicago Homeowners

By John WebMaster • April 22, 2026
If you are the kind of homeowner who likes to stay ahead of repairs, spring is your season. After a Chicago winter, small exterior issues tend to show up fast. A little debris in the gutters can turn into overflow. A hairline gap in old caulk can let in water. Mortar joints that looked good enough in the fall can look very different after another freeze-thaw cycle. The good news is that you do not need to tackle a full exterior remodel to protect your home. A careful spring walk-around can help you catch trouble early, budget smarter, and decide what you can handle yourself versus what needs a pro. Fast walk-around checklist Your quick spring exterior checklist Before you get into the details, here is the short version:
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How Soffit and Fascia Can Protect Your Home and Boost Its Curb Appeal

By John C • February 20, 2025
Protect your home and enhance its curb appeal with quality soffit and fascia! These essential features prevent moisture damage, improve ventilation, and give your home a polished, long-lasting look. Learn why they matter!
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Expert Residential Roof Replacement Services in Chicago

By John C • November 15, 2024
Looking for reliable and expert residential roof replacement services in Chicago? Second City specializes in providing high-quality roof replacements that combine durability with style. From guiding you through material choices to ensuring a seamless installation, our skilled team is committed to giving you a roof that stands strong against Chicago’s harsh weather. With years of experience and a focus on customer satisfaction, we handle each project with care, craftsmanship, and attention to detail.
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Ready to Get Started?

Don’t settle for less when it comes to your home’s exterior. Second City Roofing & Exteriors is the team to trust.

Call us today at (773) 384-6300 to schedule a consultation or request a quote!