The Expert Window Installation Company of the Western Suburbs

We nail it every time.

Expert Window Installation and Replacement in Naperville and Aurora

window installation replacement expert Naperville Aurora

Your home’s windows are more than just panes of glass – they are an investment in comfort, energy efficiency, and curb appeal. From brutally cold winters to sweltering summer days, your windows must be up to the challenge. Jacks Roofing & Siding is here to install new windows for your home, working closely with you to select the best options and ensuring optimal insulation, UV protection, and aesthetic appeal. Don’t settle for subpar windows that compromise your comfort and utility bills. Contact Naperville and Aurora’s trusted window and roofing company today to schedule an assessment so we can bring your home closer to comfort and energy efficiency.

How Can You Tell If You Need New Windows

Even the highest-quality windows won’t last forever. Knowing when to replace them can save you from skyrocketing energy costs and discomfort. Here are some telltale signs that it’s time for an upgrade:


  • Drafty rooms: If you can feel a breeze around closed windows, it’s likely due to failed seals.
  • Operational issues: Windows that stick, won’t stay open, or are challenging to operate need attention.
  • Condensation between panes: This is a clear indicator that the window’s seal has been compromised.

Types of Windows We Install

Awning Windows

Awning windows are hinged at the top and open outward, allowing for ventilation even during rain showers. They’re an excellent choice for adding natural light and airflow to any room.

Bay Windows

Bay windows project outward, creating an expansive view and a cozy, inviting nook. They’re perfect for opening up a space and adding a touch of architectural interest.

Double Hung Windows

Double-hung windows feature movable upper and lower sashes, enabling improved air circulation and easy cleaning from inside your home.

Casement Windows

Casement windows are hinged on the side and swing outward, providing excellent ventilation and ease of operation. Their sleek design and functionality make them a popular choice among homeowners.

Window Brands We Work With

Alliance windows

Alliance Windows crafts durable and stylish windows, offering homeowners a wide selection to enhance their homes’ aesthetics and performance.

Midway windows and doors

Known for their innovative designs and superior craftsmanship, Midway Windows and Doors provides homeowners with reliable and stylish windows and doors tailored to their needs.

Why Customers Choose Windows from Jacks Roofing & Siding

Lifetime glass protection

With Jacks Roofing & Siding, customers enjoy peace of mind knowing their windows are protected for life, ensuring clarity and longevity.

Low E

We utilize Low E technology to enhance energy efficiency, reducing utility costs and maintaining optimal comfort levels throughout the home.

Double strength

Customers trust our windows built with double-strength construction, providing durability and security against the elements for years to come.

Foam in the frame

Our windows feature foam in the frame, enhancing insulation and energy efficiency, minimizing heat loss, and creating a cozy indoor environment.

Discover a new standard of home improvement at Jacks Roofing & Siding. Our dedication to quality craftsmanship and premium materials ensures both a beautiful and durable home. Contact us today to bring your roofing and siding vision to life!

Jacks Roofing & Siding IconJacks Roofing & Siding

8 West Washington Street, Oswego

4.3 35 reviews

  • Avatar Catherine Madonich ★★★★★ a week ago
    Jack’s Roofing and Siding is a Class A1 business. The workmanship is stellar. Jack explains exactly what needed to be repaired. In today’s world it is a rare circumstance to have a business with a HEART as well as skilled craftsmen. His … More crew were so thorough.Also, the clean up was mind blowing. Not one nail nor piece of roofing or wood were left on my property. I have been getting compliments from anyone who walks past my house. I will recommend this business. Thanks, Jack.
  • Avatar 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!!!
  • Avatar Dale Ipema ★★★★★ 2 weeks ago
    Jack and his team did an excellent job. They were quick, and they kept our site clean during the work. The team cleaned up afterwards exceptionally well. We are very pleased.
  • Avatar maryellen meisenheimer ★★★★★ 3 months ago
    Jack’s roofing and siding did a great job on our roof. I know it’s only a roof but it looks great. Especially the way they sealed around the chimney(last roofers did not do that and it looked terrible) I would highly recommend them to anyone … More needing a new roof, or siding!