1Select Best Pick Companies
2Describe Your Project
3Get Great Service
Certified Best Pick®
Companies with this badge have met the qualification criteria for Best Pick certification and are backed by the Best Pick Guarantee.
15th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
Opal Enterprises is a customer service-forward business. We diligently provide you with the best products and the highest level of workmanship to reach your biggest compliment to us: a referral or returning business. You will love your upgraded windows, siding, and doors and your wonderful remodeling experience with Opal Enterprises!

Opal Enterprises offers a variety of replacement windows and doors, including wood-interior, fiberglass, composite, and vinyl windows.
14th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
Our only focus is to please the customer. This philosophy earns us almost 90 percent of our business from past customers or their referrals. A referral is our best compliment. Our goal is to completely satisfy our customers by using the best products, service, and installation possible so they will recommend our services to others.

All Star Products offers residential window and door replacement.
13th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
Window Works has only one mission: Creating happy window customers. Our team will treat your home as if it's our own and ensure you are thrilled with your window replacement project. We offer the latest energy-efficient windows installed by our team of expert craftsmen.

Window Works provides and installs energy-efficient, maintenance-free replacement windows and doors for residential customers.
11th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
For 31 years, Power Home Remodeling has been the most trusted name in exterior remodeling: trusted because we care about our products being energy efficient and cost effective; trusted because we value integrity, honesty, and true craftsmanship; and trusted because we believe in total customer satisfaction.

Power Home Remodeling specializes in exterior remodeling services, offering roof and siding replacement, window and door replacement, and attic insulation.
10th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
At Next Door & Window, we make customer satisfaction our top priority. We offer the most trusted brands and your choice of custom preinstallation paint and stain options, all backed by a superior installation. We have the windows and doors to fit your style and budget perfectly.

Next Door & Window offers in-home consultation, design, and installation of brand-name, energy-efficient replacement windows, entry doors, and patio doors.
7th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
We pride ourselves on providing our customers with an in-depth, educational approach to understanding the options available to update or completely make over their home's exterior. We have the expertise and craftsmanship to estimate, design, and construct your dream home. Our attention to detail brings attention to your home.
5th year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
At Chicagoland Builders, Inc., we consider ourselves to be your trusted source for the highest-quality craftsmanship and construction services. We aim to consistently go above and beyond your construction goals and expectations, and we are proud that most of our business is built upon referrals from our valued customers.

Chicagoland Builders, Inc., installs and replaces energy-efficient single-pane, double-pane, and triple-pane fiberglass and vinyl windows.
2nd year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
Olson Windows, Doors, Siding & Roofing was established in 1995 by brothers Scott and Brian Olson. Scott and Brian come from a window installation background, installing since 1979. As a family-owned company, we pride ourselves in the fact that we do not use or believe in sales gimmicks. We don't take shortcuts.

Olson Windows, Doors, Siding & Roofing specializes in the replacement and installation of windows, siding, and roofing.
2nd year as a Best Pick
Best Pick Guaranteed Insured Workers' Comp
With over 20,000 completed projects in the Midwest, we have the knowledge and expertise to tackle any exterior home improvement project. We offer an industry-leading warranty and a 100 percent price match guarantee. Our goal is to make Deerfield and Northern Illinois more beautiful, one home at a time.

Infinity Exteriors offers a full range of exterior remodeling services, including vinyl, premium vinyl, wood, and fiberglass window replacement; vinyl, composite, and wood siding replacement; asphalt, wood, composite, and metal roof replacement; roof repair; and full gutter, facia, and soffit replacement.

About Metro-Chicago Window & Door Replacement Companies

Renovating your home is exciting, but before you sign any contracts or start pulling down wallpaper, be sure that the change you’re making will result in a good return on your investment.

Do you have your heart set on updating your master bath? Don’t rule it out completely, but depending on the age of your house and how long you plan to live there, new windows and entry doors might be the smarter investment.

If you decide to invest in replacement windows and doors for your Chicagoland home, hire an experienced, reputable company to ensure that the installation goes off without a hitch.

What to Expect From the Best Chicago Door & Window Companies

Reasons you might need new windows and doors

The best window contractors in Chicago won’t try to sell you products you don’t need. In fact, the companies you request quotes from should send a representative to your house to look at the condition of your current windows and verify that replacement windows really are the best choice for you.

Be mindful of the following signs that your windows and doors need to be replaced:

  • You’ve noticed your heating and cooling bills steadily increasing
  • Your double- or triple-paned windows are foggy or cracked
  • You’ve noticed deterioration or signs of rot on the inside or outside of the window or door frame
  • Your windows and/or doors are drafty or leak during wet weather
  • Your entry door is warped and difficult to close, open, or lock properly

If the thought of replacing every window in your house is a little overwhelming, start small. Replace the windows that are in the worst shape first, and then gradually update the rest.

Professional window replacement process

Depending on how many windows you’re having replaced, the entire process can take several days. Your contractor will be able to give you an estimate based on the size of the crew and the scope of the job.

Don’t worry too much about the job being delayed because of weather. Unless temperatures are truly extreme or one of Chicago’s spring thunderstorms has settled on your area, most professional installers will proceed with the work. The pros know which caulks and adhesives to use for each season, and they work quickly and efficiently to minimize any loss of heated or cooled air.

Here’s what you can expect during a typical window replacement:

  • Take measurements and more measurements. Your window contractor will take precise measurements before ordering your new windows, but the installers should take one more quick measurement of each window to ensure that the replacement will fit correctly.
  • Remove the existing windows. The install team will likely work window by window, removing and replacing one at a time. If you want to keep any of the old windows or their components, such as sash weights, speak up before they start working.
  • Prep the opening. The installers will scrape away old paint, caulk, and adhesive; repair any areas of rot or deterioration; and use spray foam insulation to ensure that the new window will fit well.
  • Install the new window. The installers will caulk the window opening, place the new window, and then fasten it in the opening with screws. They’ll use shims to make sure the window is even, and then they’ll reinstall the frame.
  • Paint or stain the new window. If you’ve chosen wood or wood-clad windows, they will likely need to be painted or stained to match the rest of the house.

Depending on the type of window you choose, your install team may have a slightly different procedure. Replacement window inserts, for example, typically involve a less invasive installation than full-frame replacement windows.

Ask your window and door contractor to guide you to the best option for your home and budget.

The Best Picks for the Top Chicago Window Companies

Replacing your home’s windows and doors is a fantastic investment, but it’s a decision that requires a lot of thought and research. That’s why the Best Pick Reports survey team reaches out to Chicago homeowners each year to find the best window and door replacement contractors in your area.

All Best Pick companies are fully vetted on an annual basis for high-quality work and outstanding customer service. We verify all state-required licenses and insurance every year, too. Our rigorous qualification process ensures that the companies we recommend are indeed the best of the best, and we’re proud to present that information in a format that is straightforward and simple to navigate.

Proper installation is essential to your new windows and doors looking good and increasing your home’s efficiency, so make sure you work with the best. You’ll have an excellent experience with a Best Pick pro—we guarantee it!

Chicago Service Areas

Best Pick Reports serves the Chicagoland metropolitan area across several counties including Cook County, Dupage County, Lake County, and Will County. Best Pick contractors serve many localities within this region including Chicago city proper, Naperville, Bolingbrook, Milton, Hanover, Maine, Skokie, Evanston, Arlington Heights, and Highland Park. To find the best listings for your home, enter your ZIP code in the prompt above the company listings.

Chicago Service Map