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.
358 Featured Taskers in Chicago, IL
Your 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
What's the cost to paint a 1,500-square-foot house exterior 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.
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
- Sam S.I couldn’t be happier with the work! Fred was exceptionally thorough, ensuring every detail was perfect from start to finish. He kept me informed every step of the way, patiently answering my questions and making sure I felt confident about each phase of the project. The quality of his work exceeded my expectations—clean lines, smooth finishes, and a fantastic eye for detail. If you’re looking for a painter who’s not only skilled but also highly communicative and dedicated to delivering a flawless result, I highly recommend Fred. Outdoor Painting
- Lisa H.I would hire Cody again. He did a great job with my condo.Outdoor Painting
- Kelsey K.Elvis was incredible. He showed up to my house on time and ready to get the job done. He works quickly and does it well. Thank you, Elvis! Outdoor Painting
- Michaela K.Celso did a very careful job applying window film over a large area. Professional and thoughtful. Highly recommended. Outdoor Painting
- Jay Y.Joe is super responsive and flexible, did great job staining my fence with reasonable price, definitely will work with him again.Outdoor Painting
- Jeanette A.I had difficulty finding a tasker who could help on short notice and was available on the specific day I needed. I’m very grateful I found Dmitri. I reached out to him on a Saturday afternoon, and by Sunday morning, he was at my place, ready to work. He even helped me select paint at the hardware store, painted the area I needed, and then took a break while I went to buy shelving for the wall. Dmitri was understanding and patient, which made a stressful day much easier. When we realized the store had cut the boards incorrectly, he suggested a temporary arrangement for the shelving and encouraged me to “sleep on it” to see if I like the shorter shelves or exchange them. I’m glad I did, and today I’ll be ordering the right length of shelving and will book Dmitri again for the next visit—he’s truly easy to work with! I had difficulty finding a tasker who could help on short notice and was available on the specific day I needed. I’m very grateful I found Dmitri. I reached out to him on a Saturday afternoon, and by Sunday morning, he was at my place, ready to work. He even helped me select paint at the hardware store, painted the area I needed, and then took a break while I went to buy shelving for the wall. Dmitri was understanding and patient, which made a stressful day much easier. When we realized the store had cut the boards incorrectly, he suggested a temporary arrangement for the shelving and encouraged me to “sleep on it” to see if I like the shorter shelves or exchange them. I’m glad I did, and today I’ll be ordering the right length of shelving and will book Dmitri again for the next visit—he’s truly easy to work with! Outdoor 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.