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FAQs for exterior painting projects in Chicago, IL

You should paint your home exterior every five to 10 years, on average. Climate and surroundings can affect how well paint holds up. Wood siding will likely need a fresh coat of paint every three to seven years. Paint on brick tends to last about eight to 17 years, on average.

Calculate the square footage of the area you want to paint. Divide the square footage by 350 (the average square footage a gallon of paint covers). Multiply the number of gallons you need by two, as you’ll likely be applying two coats of paint. For a more accurate estimate, subtract the square footage of the windows and doors from the initial square footage total. It’s a good idea to plan for an extra gallon of paint to make sure you have enough to finish the job.

To calculate the square footage of a home exterior, painters multiply the length of the wall by the height of the wall to be painted. Then they add the total square footage for all of the walls to be painted. To calculate the price, they multiply the total square footage by their cost per square foot to prep and paint. Additional costs may factor in such as repairs, additional trim, and walls higher than the first story.

The cost to paint the exterior of a house ranges from $1,900 to $4,500 or about $1.50 to $4 per square foot, depending on the size, height, and complexity of the home layout. Other cost factors include your location, the type of siding (e.g., wood, aluminum, brick, stucco, etc.), and the kind of paint (e.g. oil-based, latex, acrylic, etc.). Painting the trim a different color or painting intricately designed trim can also increase the cost.

You should apply at least two coats of paint when painting the exterior of your house. Two coats of paint provides better durability and more even coverage than just one coat.

The Chicago, IL homeowners’ guide to exterior painting services
From average costs to expert advice, get all the answers you need to get your job done.
Large brown house
Jan 9, 2025
Jan 9, 2025
The cost to stain cedar siding largely comes down to the labor required. Learn how you can keep your costs down for materials, and when hiring a pro.
Handyman Chris McNeill from C.A. Shamrock LLC  paints a front door with a roller brush, applying a fresh coat of white paint to enhance the entrance.
Apr 7, 2025
Apr 7, 2025
Do you want the color of your exterior doors to really pop? Learn about the labor cost to paint the front door, back door, and other entranceways.
Man painting fence
May 5, 2025
May 5, 2025
Looking to give your fence a refresh? This guide explores the cost to stain a fence—and the cost to paint it, too— so you can budget for your project.
Painter sprays white paint onto a stucco exterior wall from a ladder, covering the old color.
Apr 7, 2025
Apr 7, 2025
Painting your home’s exterior with spray paint is faster than using a roller and brush but requires some knowledge. Here’s how to spray paint a house exterior.
Stone and brick home
Aug 22, 2024
Aug 22, 2024
Discover how to whitewash brick to enjoy its timeless charm and naturally protective properties.
man standing on ladder painting house
Feb 18, 2025
Feb 18, 2025
The truth to the question, “Is it better to spray or roll on exterior paint?” is that both have pros and cons, but a few factors will help you decide on one.
Tell us about the job—we’ll find top pros.