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Serving Chicagoland Professionally for 45 Years — Family Owned & Operated

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Chicago’s Roofing Experts — Flat Roofs, Shingle Roofs, Siding & More

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No Job Too Large, No Job Too Small

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$300 OFF SUMMER SALE

For projects over $3000

Over 561 Verified Reviews

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4.3 stars

(3) Verified Facebook Reviews
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4.7 stars

(41) Verified Reviews on Angie's List
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4.3 stars

(45) Verified Google Reviews 
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4.3 stars

(56) Verified Yelp Reviews
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Chicago Roofing & Exterior Contractor

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 Angie's List, 4.3 stars on Yelp, and 4.3 stars on Google in the Chicago, IL area. Contact Second City Roofing & Exteriors—your number one roofer in Chicago.

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

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

45 Years of Experience Tells Us

Why Choose Second City Roofing & Exteriors?


  • A+ BBB Rating
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  • 45+ Years of Experience
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  • Expert Roofing Services
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  • Comprehensive Exterior Solutions
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  • Licensed, Bonded, and Insured
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  • Customer Satisfaction Guaranteed
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  • Reliable and Affordable


Our Services

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

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Roofing Services

We provide comprehensive roofing solutions designed to protect your home from Chicago’s harsh weather. A well-maintained roof not only adds curb appeal but also increases energy efficiency and property value.
Repairing Roof

Roof Repair

From minor leaks to storm damage, our expert team handles roof repairs quickly and effectively to prevent further issues. Timely repairs extend the life of your roof and save you money in the long run.
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Roof Replacement

When it’s time for a full roof replacement, we offer affordable and durable options tailored to your home. A new roof gives your property a fresh look and improves structural integrity.
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Commercial Roofing

We specialize in durable, low-maintenance roofing systems for commercial properties. Whether it's a retail store, warehouse, or office, we ensure lasting protection with minimal disruption.
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Serving Chicago and Surrounding Suburbs

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.

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Fundamental Stages in Roof Replacement: A Homeowner’s Guide

May 9, 2025
A roof plays a crucial role in protecting your home, but over time, wear and tear make replacement inevitable. Several factors, including material quality, climate conditions, and maintenance, influence a roof’s lifespan. For homeowners in Chicago and similar regions, understanding when and how to replace a roof is key to preserving property value and ensuring long-term safety. Whether you’re buying a home, preparing to sell, or simply maintaining your property, knowing the lifespan of your roof and the steps involved in replacement can save you from costly surprises. Roof replacement is a significant investment, but proper planning ensures durability and long-term protection.
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5 Reasons Why Modified Bitumen Roofing is a Must this Summer

May 9, 2025
A roof’s lifespan depends on several factors, including design, environmental conditions, installation quality, and ongoing maintenance. Whether you're a homeowner or contractor, understanding the durability and benefits of different roofing materials is essential—especially in a city like Chicago, where extreme weather conditions can take a toll on your roof. With modern innovations enhancing roofing solutions, one system stands out for its superior performance: modified bitumen roofing . This roofing option is highly recommended for Chicago residents looking to improve comfort, durability, and energy efficiency, particularly during the hot summer months.
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6 Warning Signs Your Home Needs New Sidings

May 9, 2025
Your home's exterior is the first thing people notice, and siding plays a crucial role in both protection and curb appeal. Quality siding shields your home from harsh weather while enhancing its visual charm. However, over time, siding can deteriorate, compromising its effectiveness. If you’re noticing signs of wear or damage, it may be time to invest in professional siding replacement services. Here are six clear indicators that your home needs new siding:
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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!

State of Illinois Roofing Lic: #104.013526 | City of Chicago GC Lic: #GC04529-6 | City of Chicago Home Repair Lic: #18818

Second City Roofing & Exteriors

3006 W. Diversey Ave.

Chicago, IL 60647

Lic: #104.013526

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