Roof Replacement in Chicago, IL | Windows & Siding Replacement in Chicago, IL

Premier Roofing Company in Chicago, IL

Chicago is a vibrant, dynamic city that is known for its rich history, diverse culture, and bustling economy. Located on the shores of Lake Michigan, Chicago is the largest city in the state of Illinois and is the third-most populous city in the United States. It is a major hub for commerce, industry, and transportation, and is home to a thriving arts and entertainment scene. Chicago residential areas are famous for their bungalow style roofs, but there are also a large amount of flat roofs as well.

Chicago was founded in the early 1800s, and has since played a pivotal role in the growth and development of the United States. From its early days as a trading post and transportation hub, to its rise as a major industrial center, Chicago has been at the forefront of American history. The city is home to many important historical landmarks, including the Chicago Water Tower, the Chicago Cultural Center, and the Chicago History Museum, which all offer a fascinating glimpse into the city’s past. Chicago is also known for its world-class museums, galleries, and theaters, and is home to many important cultural institutions –  including the Art Institute of Chicago, the Chicago Symphony Orchestra, and the Chicago Opera Theater. The city also has a thriving music scene, and is known for its jazz and blues clubs, as well as its many music festivals and concerts.

In addition to its rich history and diverse culture, Chicago is also known for its bustling economy. The city is a major center for commerce, industry, and transportation, and is home to many Fortune 500 companies, as well as a thriving start-up community. Chicago is also a major transportation hub, with two international airports and one of the busiest rail and road networks in the country. The city’s strong economy has helped to make it a vibrant, dynamic place to live and work.

Roofing, Siding & Windows in Chicago, IL

Odyssey Home Remodeling is headquartered roughly 20 miles west of Chicago, IL and offers roof replacement, siding, and window replacement. If you’re looking for a licensed, bonded, and insured roofing contractor or siding and window contractor, look no further than Odyssey Home Remodeling. Our best-in-class products come with industry-leading warranties and are installed by certified crews. Odyssey roofing replacement, siding replacement, and window replacement projects consist the best materials on the market and will help improve your home’s look and increase energy efficiency – helping to lower utility costs.

Chicago, IL Contact Information





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Weekdays: 8am – 8pm

Saturday: 9am – 3pm

Sunday: Closed

Professional Roofing Contractor in Chicago, IL

The climate in Chicago, IL quickly shifts between the heat and humidity of summer, the cold temperatures of winter, and the blustery winds of the spring and fall. Because of this, it is important that your roof replacement project uses quality materials that are meant to withstand the weather and trained professionals to install them. As one of the select few CertainTeed Master Shingle Applicators in Chicago, IL – as well as a proud partner of DaVinci Roofscapes – Odyssey Roofing ranks within the top 1% of roofers in the nation. Replacing an outdated roof with an Odyssey roof in Chicago, IL can also increase your home’s value – with a return on investment of 55.8%. according to Cost vs Value’s 2022 Midwest statistics. 

The installation experts at Odyssey Roofing are trained to install a roofing system tailored to your Chicago home’s specific needs. Our expert crews handle everything from pre-construction inspection to installation and post installation service with a keen eye for detail – so you know the job will be done right, and you know who’ll be accountable to you for service. That’s why 97% of our roofing customers would happily recommend our roofing services. Contact us today for a free quote on your Chicago roof project.

Contact us today to learn more about the Chicago roofing jobs we have completed. We’d love to give you an assessment of your roof and a quote for your roof replacement.

Start your Roof Replacement project in Chicago

Quality Window Replacement in Chicago, IL

Our region’s weather requires windows that both absorb the heat and humidity of the summer months and protect against the extreme cold of the winter months. Odyssey Windows designs and installs custom Provia Aspect, Endure, and Aeris windows for this very reason. Our windows use the highest quality, real vinyl and Low-E glass insulated with argon gas. Odyssey windows not only meet but exceed Energy Star Criteria for Chicago and surrounding areas. 

With over 20 years of experience in the Chicago suburbs, the team at Odyssey Windows is well acquainted with types of the homes and buildings that make up the region. Every window you order from us is custom built to fit the exact dimensions of your window openings – instead of having to be force fit into your opening like many windows that are premade and sitting on shelves in hardware stores. Whether you live in a classic Chicago style bungalow, a multi-story home, a townhouse or a condo, Odyssey Windows is able to customize your windows to fit your home perfectly.

Contact us today to learn more about the replacement window options available to you in Chicago. We look forward to being a part of the journey of making your home more beautiful and energy efficient. 

The Odyssey Way

We’re with you through every step of the process


The first step in your home improvement project. An Odyssey project specialist will go over all the details of your project from the installation process to the materials used.

Project Cost

After you have chosen the type of materials you would like to use for your project, your project specialist will provide you with the total cost of the project as well as the options we can offer you to get it started.


Once you decide to start your project with Odyssey, our production team will order your materials and take care of the logistics. We will also obtain any permits required for your project- all you have to do now is wait!


When your custom roofing, windows, or siding arrives an Odyssey project manager will contact you to set up a day and time that works for you to begin installation.

Hear what our customers are saying

Chris W
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Excellent job on a complete reroof in Naperville. The crew was on time and respectful. The job took two days, and the crew cleaned up after themselves before leaving on the first day and after finished the second day.
Marilynn H
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We ordered our custom windows with Odyssey windows at the end of August, and they were here ready to install the second week of October as promised. We couldn't be happier with the results!
Barbara T
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We truly learned more about roofing in the 45 minutes we spent with Odyssey than the weeks we spent researching. We chose Odyssey roofing because of the this as well as the high quality CertainTeed shingles they use. The roof was installed at the end of July and looks fantastic.

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