a person painting an exterior brick wall grey

High-Quality Outdoor Painting Services in Chicago

500k Reviews

If your Chicago home is due for a new coat of paint, you can find exterior painting services on Taskrabbit.

Thousands of Taskers offer interior and exterior painting services.

All Taskers come backed by the Taskrabbit Happiness Pledge.

406 Featured Taskers in Chicago, IL

Image thumbnail of a tasker
Yevhen V.
4.9 (4 reviews)
45 outdoor painting tasks
I possess a skill set in Outdoor Painting, specializing in enhancing the exterior appearance of residential and commercial properties. My expertise includes thorough surface preparation, such as pressure washing and repairing damaged areas, selecting weather-resistant paints, and applying coatings with precision to withstand outdoor elements.
Image thumbnail of a tasker
andrew d.
5 (4 reviews)
15 outdoor painting tasks
Over 25 years experience in painting
Image thumbnail of a tasker
Ricardo C.
5 (2 reviews)
340 outdoor painting tasks
Experienced on exterior painting.
Image thumbnail of a tasker
Arutiun A.
5 (1 reviews)
6 outdoor painting tasks
I excel in wall painting ✅ by meticulously preparing surfaces to ensure a smooth and flawless finish, using high-quality materials and techniques to achieve vibrant, long-lasting results. My attention to detail and commitment to precision ensure that each project is completed with professional craftsmanship and a clean, polished appearance.
Image thumbnail of a tasker
Billy S.
5 (1 reviews)
5 outdoor painting tasks
I have experience painting doors, siding, etc. I have my own tools, plus a power washer for prep.
Image thumbnail of a tasker
Brandon B.
(0 reviews)
0 outdoor painting tasks
With 10+ years of experience, I specialize in outdoor painting to revitalize and protect your exterior spaces. From siding, fences, and decks to doors and shutters, I ensure durable, weather-resistant finishes that enhance curb appeal. I use high-quality materials and meticulous techniques to deliver long-lasting, professional results. Reliable, detail-oriented, and customer-focused—contact me today for expert outdoor painting services!
See more Taskers

Your satisfaction, guaranteed

Happiness Pledge

If you’re not satisfied, we’ll work to make it right.

Taskrabbit's happiness pledge logo highlight customer satisfaction guaranteed

Vetted Taskers

Taskers are always background checked before joining the platform.

Dedicated Support

Friendly service when you need us – every day of the week.

Frequently asked questions about Outdoor Painting in Chicago

Painting a 1,500-square-foot exterior could cost anywhere from $2,000 to $4,500, depending on a few factors. The best way to get an accurate estimate is to discuss the job's details with your painting contractors.

Image of lady booking a task on Taskrabbit
Image of lady booking a task on Taskrabbit

How it works

1

Choose a Tasker by price, skills, and reviews.

2

Schedule a Tasker as early as today.

3

Chat, pay, tip, and review all in one place.

See what happy customers are saying in Chicago

  • Phil T.Nazarii was a great find on task rabbit. Great communication and was even able to arrive earlier than anticipated which worked out great. The work was exactly what I needed. Will definitely hire again.Outdoor Painting
  • Elly W.Aaron repainted our bedroom and it looks great! Great attention to detail, filled and sanded holes, and he took exactly how long he said he would. Would hire againOutdoor Painting
  • Mack M.Great work stripping & painting exterior wood panels.Outdoor Painting
  • David R.Had a great experience. The paint job was amazing too. Outdoor Painting
  • Mridul B.It was amazing how precise he was with the wallpaper! Definitely knew all the tricks to make it awesome! Has a keen eye!Outdoor Painting
  • Blake J.Fred is super kind and paid special attention to detailOutdoor Painting

Outdoor Painting in Chicago

Maintain your home’s value

Chicago weather can be hard on a home’s exterior. Hiring professional exterior painting services helps protect your home from wind and snow damage. A new paint job can also increase a home’s value.

Get professional guidance

You may not know what the newest trends in exterior color are, but your Tasker does. When you search “painters near me” on Taskrabbit, you’ll connect with professionals who can help with every step of the painting process, including choosing colors.

Keep your feet on the ground

House painting requires countless trips up and down a ladder. That can be hard on the knees, straining your balance and increasing the risk of injury. Your Tasker not only has the experience but also the right equipment to put safety first.

Discover experienced local outdoor painting services

All “house painters near me” you find on Taskrabbit undergo a thorough background check and come backed by our Happiness Pledge. That means your satisfaction is guaranteed!

There’s a better way

Hire exterior painting services and let your home stand out for all the right reasons. With a professional on the job, you can spend your time tossing a ball with the kids at Jackson Park—not straining for that section of trim that’s too high for your ladder.

Average Cost for Outdoor Painting in Chicago

Several variables can affect the cost of outdoor painting. The amount of cleaning and other prep work required can vary widely from one home to the next. Multi-story homes, which require more safety precautions, cost more to paint per square foot than single-level homes. Painters may also charge more during inclement weather. The type of paint you choose will also affect the overall cost, as some exterior paints are pricier than others. You can generally expect to pay at least $40 per hour for exterior house painting services in Chicago.

Related ServicesFurniture RemovalHang PicturesTree trimmingElectrical helpHeavy LiftingHandymanSee more