Get matched with top exterior painters in Winnetka, IL
There are 75 highly-rated local exterior painters.
Matching on Angi
TRUSTED BY HOMEOWNERS
4.6 
505 Verified Reviews for Exterior Painting pros in Winnetka, IL
*The Angi rating for Exterior Painting companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
*The HomeAdvisor rating for Exterior Painting companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
Last update on April 28, 2025
Exterior painters in Winnetka
Lookswell Painting has been serving clients as a family owned business since 1963. We are a full service painting contractor specializing in residential painting and decorating, commercial and industrial painting, and cabinet refinishing and restoration. Request a quote, or email us at lookswellpainting@gmail.com for immediate service. We are a licensed contractor with over 50 years of experience. We understand that quality goes a long way in making your surroundings look fresh and up to date. We use the finest materials when we work on any project resulting in high quality and lasting results.
"The Lookswell team, especially Jim, Omar & Cindy, were exceptionally professional & dedicated to the task. The final work looks great, appreciated the level of experience that allowed them to deal with our old house."
Charles F on January 2021
Lookswell Painting has been serving clients as a family owned business since 1963. We are a full service painting contractor specializing in residential painting and decorating, commercial and industrial painting, and cabinet refinishing and restoration. Request a quote, or email us at lookswellpainting@gmail.com for immediate service. We are a licensed contractor with over 50 years of experience. We understand that quality goes a long way in making your surroundings look fresh and up to date. We use the finest materials when we work on any project resulting in high quality and lasting results.
"The Lookswell team, especially Jim, Omar & Cindy, were exceptionally professional & dedicated to the task. The final work looks great, appreciated the level of experience that allowed them to deal with our old house."
Charles F on January 2021
We are an owner-operated business specializing in the following interior and exterior work: -Commercial and residential painting -Drywalling and taping -Total bathroom and basement remodeling We've been in business 30+ years and take pride in our work, using quality products and equipment. We always leave the job site clean and ready for the owner to enjoy. White Ladder Decorating, Inc. is fully licensed and insured.
"Wally did an excellent job. We had a water damaged wall in one bedroom -- he removed the damaged wall, installed drywall and a new window frame, and painted the walls the ceiling. It looks beautiful! He removed all of the debris and everything was spotless when he was finished -- you would never know work had been done -- and it only took 3 days! He gave me an excellent price and I couldn't be happier with the whole experience. I highly recommend White Ladder Decorating."
Nancy V on October 2021
We are an owner-operated business specializing in the following interior and exterior work: -Commercial and residential painting -Drywalling and taping -Total bathroom and basement remodeling We've been in business 30+ years and take pride in our work, using quality products and equipment. We always leave the job site clean and ready for the owner to enjoy. White Ladder Decorating, Inc. is fully licensed and insured.
"Wally did an excellent job. We had a water damaged wall in one bedroom -- he removed the damaged wall, installed drywall and a new window frame, and painted the walls the ceiling. It looks beautiful! He removed all of the debris and everything was spotless when he was finished -- you would never know work had been done -- and it only took 3 days! He gave me an excellent price and I couldn't be happier with the whole experience. I highly recommend White Ladder Decorating."
Nancy V on October 2021
With over 20 years of professional painting experience, we are here to address all your painting needs and or dreams. We do interior and exterior painting small jobs and the entire house. And we offer 20% off for every exterior work for the spring season save your slot for spring season and free estimation Also accepting commercial and residential paintings.
"The work was quoted and performed all in the same week as we were on a tight timeline. Rafael and his team worked quickly and efficiently and finished our job ahead of schedule. The work was excellent. Would certainly hire again."
Michael K on November 2024
With over 20 years of professional painting experience, we are here to address all your painting needs and or dreams. We do interior and exterior painting small jobs and the entire house. And we offer 20% off for every exterior work for the spring season save your slot for spring season and free estimation Also accepting commercial and residential paintings.
"The work was quoted and performed all in the same week as we were on a tight timeline. Rafael and his team worked quickly and efficiently and finished our job ahead of schedule. The work was excellent. Would certainly hire again."
Michael K on November 2024
Flores Painting is a family owned and operated painting company that offers the full spectrum of painting services from residential to commercial locations. Serving Schaumburg, IL and surrounding areas. Our experienced professionals perform with a high level of attention that will exceed your expectations. We always make sure to handle all of our customers requests with a personable and professional customer service. Contact us today for an estimate!
"EXCELLENT WORK! Joel and his crew are hard workers and detail oriented. I would have no problem hiring them again and would strongly recommend them. They showed up when they said they would and worked long days."
BOB B on April 2025
Flores Painting is a family owned and operated painting company that offers the full spectrum of painting services from residential to commercial locations. Serving Schaumburg, IL and surrounding areas. Our experienced professionals perform with a high level of attention that will exceed your expectations. We always make sure to handle all of our customers requests with a personable and professional customer service. Contact us today for an estimate!
"EXCELLENT WORK! Joel and his crew are hard workers and detail oriented. I would have no problem hiring them again and would strongly recommend them. They showed up when they said they would and worked long days."
BOB B on April 2025
Fortune Restoration is a full service painting, tuckpointing, and restoration company that serves residential homeowners from Hyde Park to Lincoln Park to Oak Park and River Forest, and the entire North Shore and Western Suburbs. Commercial, industrial and institutional projects are also taken on throughout the Chicagoland area. Additional email - fortunerestorationbob@gmail.com Additional contact name - Mr. Bob Fortune, Mr. Tom Fortune.
"Tom Fortune is excellent. More than a year after Fortune Restoration painted the interior of my house, I discovered a water leak in my stucco dining room ceiling. I called Tom on his personal cell phone number that he gave me, asking for help. Without hesitation, Tom sent his crew to my house to scrap, plaster and repaint the damaged area FREE OF CHARGE. This is just incredible service and dedication to a customer. A job well done."
James C on March 2025
Fortune Restoration is a full service painting, tuckpointing, and restoration company that serves residential homeowners from Hyde Park to Lincoln Park to Oak Park and River Forest, and the entire North Shore and Western Suburbs. Commercial, industrial and institutional projects are also taken on throughout the Chicagoland area. Additional email - fortunerestorationbob@gmail.com Additional contact name - Mr. Bob Fortune, Mr. Tom Fortune.
"Tom Fortune is excellent. More than a year after Fortune Restoration painted the interior of my house, I discovered a water leak in my stucco dining room ceiling. I called Tom on his personal cell phone number that he gave me, asking for help. Without hesitation, Tom sent his crew to my house to scrap, plaster and repaint the damaged area FREE OF CHARGE. This is just incredible service and dedication to a customer. A job well done."
James C on March 2025
Chicago Painters is an ANGI Super Service Award winner. If you'd like to contact us for an estimate please go to www.chicago-painters.com or call 773-789-8179. Chicago Painters Inc, your Chicago Painting Contractor, is an award-winning painting company that has been serving the Chicago area since 2001. As a small company owned and operated by a former United States Marine, our clients can expect excellent work ethic and values from us. We provide services in interior painting, exterior painting, drywall repairs, wallpaper removal, paint stripping, deck sealing, power washing and concrete floor epoxy.
"Chicago Painters Inc. made the entire process seem seamless - from scheduling the estimate, completing the project forms, to the actual painting day. They completed two painting projects for me and couldn't be more impressed! Everything was handled with efficiency and professionalism. Their service was absolutely top-notch. Ricardo, my assigned painter, was truly outstanding. Ricardo arrived punctually and maintained a professional demeanor throughout, and was incredibly courteous. His attention to detail and craftsmanship were evident in the final result - simply marvelous work! If you're looking for quality painting services in Chicago, I can't recommend Chicago Painters Inc. enough. Ricardo, Jim, Cheryl, Maureen and the entire team delivered an exceptional experience and beautiful results that exceeded my expectations!"
Marcketa P on April 2025
Chicago Painters is an ANGI Super Service Award winner. If you'd like to contact us for an estimate please go to www.chicago-painters.com or call 773-789-8179. Chicago Painters Inc, your Chicago Painting Contractor, is an award-winning painting company that has been serving the Chicago area since 2001. As a small company owned and operated by a former United States Marine, our clients can expect excellent work ethic and values from us. We provide services in interior painting, exterior painting, drywall repairs, wallpaper removal, paint stripping, deck sealing, power washing and concrete floor epoxy.
"Chicago Painters Inc. made the entire process seem seamless - from scheduling the estimate, completing the project forms, to the actual painting day. They completed two painting projects for me and couldn't be more impressed! Everything was handled with efficiency and professionalism. Their service was absolutely top-notch. Ricardo, my assigned painter, was truly outstanding. Ricardo arrived punctually and maintained a professional demeanor throughout, and was incredibly courteous. His attention to detail and craftsmanship were evident in the final result - simply marvelous work! If you're looking for quality painting services in Chicago, I can't recommend Chicago Painters Inc. enough. Ricardo, Jim, Cheryl, Maureen and the entire team delivered an exceptional experience and beautiful results that exceeded my expectations!"
Marcketa P on April 2025
Founded in 1974, Castino Restoration is your local neighborhood business that provides water/flood damage clean up & restoration, mold remediation, carpet, rug & upholstery cleaning, interior / exterior painting, stucco, carpentry, handyman, floor installation & refinishing, gutter cleaning & roof snow removal. We pride ourselves in being skilled, ethical, friendly & fast. And we always clean up everyday before we leave. Give us a call, try us out!
"Contacted them to by phone on 7/16/21 at about 9:30 am was told the estimators were busy but was asked to send an email of photo's I had of the problem as well as my contact info and estimator would be in touch. I sent email and received a reply from Billing Mgr at 10:02 am. That is the last I heard from them. Ended up getting work done by another company that actually replied back to me (that same day). With all of the other glowing reviews of this company on Angles list, I'm surprised."
Andrea A on July 2021
Founded in 1974, Castino Restoration is your local neighborhood business that provides water/flood damage clean up & restoration, mold remediation, carpet, rug & upholstery cleaning, interior / exterior painting, stucco, carpentry, handyman, floor installation & refinishing, gutter cleaning & roof snow removal. We pride ourselves in being skilled, ethical, friendly & fast. And we always clean up everyday before we leave. Give us a call, try us out!
"Contacted them to by phone on 7/16/21 at about 9:30 am was told the estimators were busy but was asked to send an email of photo's I had of the problem as well as my contact info and estimator would be in touch. I sent email and received a reply from Billing Mgr at 10:02 am. That is the last I heard from them. Ended up getting work done by another company that actually replied back to me (that same day). With all of the other glowing reviews of this company on Angles list, I'm surprised."
Andrea A on July 2021
We have the experience and dedication to get the job done right! Specializing in painting services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!
"Thank You BMB! You did a beautiful makeover on our 120 year old flat! You were so pleasant to work with & had a can do attitude, we felt your goal was to make us happy and you Did! ***** your work was the Highest Quality with attention to detail. We have plans to use you again and have already referred you to friends! Thank You, You were a pleasure to work with."
Jann P on October 2024
We have the experience and dedication to get the job done right! Specializing in painting services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!
"Thank You BMB! You did a beautiful makeover on our 120 year old flat! You were so pleasant to work with & had a can do attitude, we felt your goal was to make us happy and you Did! ***** your work was the Highest Quality with attention to detail. We have plans to use you again and have already referred you to friends! Thank You, You were a pleasure to work with."
Jann P on October 2024
Owner operated. We are specialize for all kind of interior residential services like painting, finish carpentry and handyman work.. Cost is determined by the job. No travel charges. Free estimates . May contact through email or phone 847-809-6895.
"Radek was very fast, punctual, easy to communicate with, and his work quality was great. I would hire him again!"
Christopher A on April 2025
Owner operated. We are specialize for all kind of interior residential services like painting, finish carpentry and handyman work.. Cost is determined by the job. No travel charges. Free estimates . May contact through email or phone 847-809-6895.
"Radek was very fast, punctual, easy to communicate with, and his work quality was great. I would hire him again!"
Christopher A on April 2025
Red Sky Painting is a full service owner-operated Company specializing in residential and commercial interior and exterior painting. We also specialize in Power-Washing decks, porches, & fences, as well as waterproofing/sealing/staining. Also, Metal porches with staircase, metal fences, metal balconies, and more....
"Refinish outdoor deck"
John Z on August 2020
Red Sky Painting is a full service owner-operated Company specializing in residential and commercial interior and exterior painting. We also specialize in Power-Washing decks, porches, & fences, as well as waterproofing/sealing/staining. Also, Metal porches with staircase, metal fences, metal balconies, and more....
"Refinish outdoor deck"
John Z on August 2020
Exterior painting services FAQs
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.
- Northfield
- Wilmette
- Glencoe
- Kenilworth
- Glenview
- Morton Grove
- Skokie
- Evanston
- Niles
- Highland Park
- Northbrook
- Lincolnwood
- Highwood
- Riverwoods
- Deerfield
- Bannockburn
- Park Ridge
- Des Plaines
- Prospect Heights
- Mount Prospect
- Wheeling
- Rosemont
- Harwood Heights
- Lincolnshire
- Norridge
- Lake Forest
- Buffalo Grove
- Schiller Park
- Elmwood Park
- Franklin Park
Get our Angi-powered app
