Top-rated painters.

Get matched with top painters in Oregon, IL

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Oregon

Avatar for TRINITY QUALITY PAINTING
TRINITY QUALITY PAINTING
5.0(
35
)

Serving Oregon, IL and surrounding areas

Approved

In business since 1986

Free estimates

Warranties offered

"Angel and his crew were professional and courteous with their work. I was given daily updates on their progress. Trinity painting goes above and beyond for their customers.Wallworth the price ."
Response time1 day
Response rate90%
Recommended by87%of homeowners
Avatar for T Win Services
T Win Services
5.0(
2
)

Serving Oregon, IL and surrounding areas

Approved

Free estimates

Small jobs welcome

Credit card accepted

""Highly recommend T win Services! They were incredibly efficient, fast, and did a fantastic job. Truly very good at what they do—I couldn't be happier with their work. Will definitely use them again!""
Small Bathroom Remodel
9 neighbors recently requested a quote
Avatar for Dixon Superior Painting, LLC
Dixon Superior Painting, LLC
5.0(
15
)

Serving Oregon, IL and surrounding areas

In business since 2019

Free estimates

Credit card accepted

"Bryan and his crew are very meticulous, They painted the exterior of our metal building and it looks fantastic. It was done in a timely matter with great attention to detail. I would hire Dixon Superior Painting again."
New Construction
New Construction
New Construction
New Construction
New Construction

+84

Response time50 mins
Response rate100%
Recommended by85%of homeowners
Avatar for Progressive Restoration
Progressive Restoration
4.8(
29
)

Serving Oregon, IL and surrounding areas

In business since 2001

Free estimates

Emergency services offered

"Excellent! Marcus did good, quality work and kept in communication with me, including sending photos of the work he had done. He was very professional, he researched any required permits, he sent product information for the stain he was using, he arrived when stated and worked hard through some sweltering summer days. I would definitely hire him again. As a matter of fact, we are in the process of hiring him for our next project!"
Recommended by100%of homeowners
Avatar for Dreesen Brothers Construction
Dreesen Brothers Construction
4.8(
23
)

Serving Oregon, IL and surrounding areas

In business since 2020

Free estimates

"Very professional and clean contractors. I was very pleased with their work and would highly recommend them for jobs. The job they did on painting our cabinets and island was exceptional and beyond belief. It was money well spent and we are so happy to have used them"
Trim Repaint
Walls and Trim
Custom Built-in Cabinet
Exterior Paint
Exterior Repaint

+8

Response time2 days
Recommended by90%of homeowners
Avatar for Assured Quality Drywall & Painting
Assured Quality Drywall & Painting
5.0(
4
)

Serving Oregon, IL and surrounding areas

Free estimates

Emergency services offered

Warranties offered

"Assured quality did an amazing job with remodeling my home. The original work in the home was terrible from the paint to the trim. Assured quality made sure I noticed the difference and was so detail oriented! I will be sure to call Juan again if I ever need any further renovations done in my house!"
Juan on the tall boys .
New construction/production
New construction/production
New construction/production
New construction/production

+25

Recommended by100%of homeowners
...
Showing 1-10 of 143

FAQs for painting projects in Oregon, IL

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Oregon, IL homeowners’ guide to painting services

From average costs to expert advice, get all the answers you need to get your job done.