The Western Suburb’s Reliable Gutter Company
We nail it every time.
- A Veteran-Owned Roofing Company
- With You Every Step of the Way
- Chamber of Commerce Oswego Member
Naperville and Aurora’s Gutter Installation Specialists

A great gutter system can help you prevent issues such as roof leaks, foundation damage, and basement flooding. They efficiently channel rainwater away from your home, preserving its structural integrity and curb appeal. Jacks Roofing & Siding has different gutter systems available to complement your home while providing more than adequate protection, which will ultimately help your roof last longer. Let’s ensure your home stays dry and protected—contact us today to learn more!
Types of Gutters We Install
We offer different gutter systems to ensure you find the right one to fit your needs and budget.
Seamless Gutters
Seamless gutters are a popular choice for homeowners, known for their durability and reduced risk of leaks. They provide a sleek, continuous look that enhances your home’s aesthetics and efficiently channels rainwater.
K-Style Gutters
K-style gutters are versatile and effective at handling large volumes of rainwater. They are a popular choice among homeowners due to their efficiency and compatibility with most home designs.
Gutter Guards
Gutter guards are essential for keeping your gutters free from debris and clogs. They prevent leaves, twigs, and other debris from entering your gutter system, reducing the risk of blockages and water damage.
Jacks Roofing & Siding
8 West Washington Street, Oswego
4.4 39 reviews
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Andrew McReynolds ★★★★★ 3 months ago
One of the most honest and professional roofing companies I ever worked with. Jack and his employees are very hard working and easy going. The honesty and professionalism goes a long way with this company! I would highly recommend on any … More job! Call them first! -
Sharon O’Donnell ★★★★★ a year ago
Jack and his team did an amazing job.Jack was professional and caring. He took his time to explain the process and worked with our insurance. He brought lots of samples of shingles because we changed our minds several times. His team worked … More long and hard, cleaned up afterwards. I highly recommend this company and will contact this company n the future for other work we need completed. Thanks Jack!!! We love our new roof!!! -
Thomas Johannessen ★★★★★ 2 months ago
Had a leak. Jack responded immediately, inspected and identified the problem. Suggested I remedy the situation myself with instructions. Previous contractors failed proper installation. Can’t ask for more honesty than that. I highly recommend … More Jack. -
Alexander Von Ahnen ★★★★★ 3 months ago
Needed a piece of fascia board replaced that came loose during a storm. Contacted Jack’s Roofing and Siding and was promptly given a quote and an estimated date for the work to be completed. Work was completed within projected window and … More couldn’t be happier with the work.