Best Times to Schedule Exterior Home Improvement
(Updated March 2026)
In the Chicago area, the dawn of Spring heralds the best time to schedule exterior home improvements. That’s because most of us Midwesterners have spent our time inside. When the snow melts, the temperatures rise, and the sun shines, we step outside and see that our homes look a little weather-worn.
Home improvement can occur year-round. According to the Joint Center for Housing Studies at Harvard University, Americans spent over $500 billion annually on home improvements and repairs, reflecting the growing importance homeowners place on maintaining and upgrading their homes.
While seasonality is not commonly tracked nationwide due to regional climate differences, here in the Midwest it makes sense that exterior home improvement projects peak in the warmer months. But is that really the best time to schedule your project? Let’s take a closer look.
When Should I Schedule My Roofing Replacement?
Did you know that roofing replacement is an investment with remarkable ROI?
The National Association of Realtors reports that 43 percent of homeowners consider roof replacement important before selling their home. Roofing replacement is also a remodeling project that receives the highest “homeowner joy score” and can recoup around 50% of installation cost, depending on the material used: asphalt, metal, etc.
Roofing can be scheduled year-round, but as expected, our busiest seasons at Pro-Homes are Spring and Summer. However, in the warm weather, Mother Nature can delay work with storms or sweltering, unsafe temperatures. Yet overall, late Spring, Summer, and early Fall are excellent times to schedule roofing work.
That said, in our more than 20 years in business, we have successfully completed many roofing replacements during what most people would consider the “winter months” when our volatile, midwestern weather hit an unexpected warm stretch. The key is to avoid delaying needed improvements. Scheduling early ensures your project can move forward when the weather conditions allow.
When Should I Schedule My Siding Replacement?
Siding replacement is also considered a home improvement with high ROI. A recent study showed that siding replacement recoups 80 percent of its cost while significantly boosting curb appeal.
Siding replacement is often a faster project than roofing replacement. Again, the warmer months are ideal for scheduling this exterior home improvement, but we frequently complete siding projects during the cooler fall months as well.
In fact, there are actually many advantages of scheduling an exterior home improvement project in the off-season. These include better appointment availability and even potential for seasonal savings on materials and labor.
When Should I Schedule My Window and Door Replacements?
Windows and doors are your connection to the great outdoors but are play a critical role in keeping heated and cooled air inside your four walls.
So your windows and doors, ornamental and visible to anyone passing by, do more than look good. They efficiently seal air leaks that rob homeowners of interior comfort and create skyrocketing energy bills.
Consumer guides estimate that replacing inefficient windows can help lower heating costs by 15 percent in the Winter, and lower cooling costs in the Summer by 11 to 37 percent. Replacement windows vary in color, style, and material, but modern designs increasingly emphasis energy efficiency. According to remodeling reports, vinyl replacement windows to recoup more than 67 percent of their value from the resale of the home. For wood replacement windows, the figure was nearly the same at 63 percent.
Meanwhile, replacing your front door can deliver even greater returns. A new steel entry replacement door not only improves energy efficiency but also enhances curb appeal. Some studies estimate that steel entry door replacements can recoup 188% of its value. Undoubtedly, this is because of their impact on both energy performance and home resale appeal. Patio doors are also notorious for energy leaks, and replacing them with newer, energy efficient models, can yield even more savings.
The good news about scheduling exterior home improvement projects like replacement windows and doors is that they can done year-round. Most installations can be completed in a single day, with minimal heat loss during colder months. Scheduling these projects during the off-season can also help homeowners start saving on energy bills sooner.
A Guide to Scheduling Exterior Home Improvement
A simple, infographic guide to scheduling your exterior home improvement is below. Note that there are multiple times to schedule different home improvements and projects. It is true that Spring and Summer are the most popular times to schedule exterior home improvement, opportunities exist throughout the year, especially during milder off-season days when weather conditions cooperate. At Pro-Home Services, we work with our customers to find the best time to schedule their exterior home improvement, based on their family’s needs.
Ready to Schedule your Exterior Home Improvement Project?
If you’re planning an exterior home improvement project this year, the first step is an in-home estimate and meeting with Pro-Home Services. We will give you an honest quote on our services, advice on prioritizing your exterior home improvement projects, and expert recommendations for the best materials and styles. We’ll even bring samples of colors and brands so you can see how they look on the exterior of your home.
Winter, Spring, Summer, or Fall, we’re ready to help you achieve your dream exterior home improvement project at Pro-Home Services. Call us today for a free in-home estimate at 630-790-0800 or contact us.