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Top-Rated Roofers in Haileyville - Updated Nov 2026

Avatar for High Ground Solutions LLC
High Ground Solutions LLC
5.0(
6
)
Roof - Clean

Serving Haileyville, OK and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Jesse?s communication was excellent! He gave me the price for the job, stated the day and time when he would be there, communicated with me the day of on his arrival time, and started to work right when he arrived. He completed the job with great satisfaction! I plan to reach out to him for future work that might need to be done around our home."
6 neighbors recently requested a quote
Avatar for Outdoor Creations Roofing
Outdoor Creations Roofing
4.7(
25
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Haileyville, OK and surrounding areas

In business since 2012

Free estimates

Credit card accepted

"Well folks, let me tell you about this awesome roofing company - Outdoor Creations Roofing(OCR). I'd been watching this company from week to week on different roofs in our Nottingham neighborhood in Broken Arrow. From start to finish, the workers will have the roofs done in 2-3 days; leaving each home with an immaculate new roof....WOW! Then one day, I received that 'special' knock at my door, to be greeted with a big smile, good handshake, and great professionalism. These guys run an awesome and professional business. Word of mouth is always good, but putting it in writing is even better! This company, OCR, provided a great LIFETIME product throughout our neighborhood for the betterment of our homes. I strongly advice that you use this company and forget about the others! GREAT JOB OCR!!! The Brimleys"
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+3

Recommended by95%of homeowners
Avatar for Aaron Branhan
Aaron Branhan
5.0(
12
)
Inspection - Roofing

Serving Haileyville, OK and surrounding areas

In business since 2020

Free estimates

Emergency services offered

"I woke up, on a Sunday, to a hole in a barn roof. I sent out a request through Angi and within 15 minutes, got a call from Aaron. He was there within an hour and assessed the situation. We ended up replacing the whole roof, which I knew I was going to have to do, but was putting it off for a few months (until the hole showed up). Aaron explained everything completely and offered to place tarps over the roof until the decking and roof could be replaced. Within a few days, I had a new roof that looks amazing, at a cost that was quite affordable!"
Response time12 hrs
Recommended by54%of homeowners
Avatar for Whip Roofing
Whip Roofing
5.0(
4
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Haileyville, OK and surrounding areas

In business since 2014

Free estimates

Emergency services offered

"They did an outstanding job. We were very happy, A very good quality shingle at a very reasonable price. The roof was absolutely beautiful. What also impressed us was the owner was on site overseeing the job most of the time. The men working for him were very courteous and competent. They cleaned up the area after the roofing was done so well it was a rare thing to find even a small bit of debris."
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

If a home isn’t properly winterized, the pipes can freeze and burst, causing flooding and massive property damage. It can also leave your house susceptible to pests, which can infest it and cause significant damage. Winterizing a home can prevent many potential issues and save you money on costly repairs.

You should definitely be wary of roofing contractors who offer significantly lower prices than their competitors. Most roofers in the area are all dealing with the same cost of materials, and labor costs are often comparable, too. If they’re significantly cheaper than other companies around, it could be a scam. Read reviews and ask other roofing companies and contractors if they’ve heard of the suspected scamming company.

Roofing estimates and inspections are not the same thing. Roofing inspections (whether done with a drone or by the traditional method) help you find any damage or defects on a roof. You will pay a set fee for a roofing inspection and use it to get certification or to determine whether repair or replacement is necessary. Beware of unsolicited contractors coming to your home and offering a so-called free roof inspection—these are often scams.

Roofing estimates, on the other hand, are typically free and offered by a roofing company hoping to earn your business. Some roofing estimates are performed with drones, while other companies will still opt to send people up onto the roof. Either way, the estimate is for roof repair or replacement costs the company wants you to hire them for.

You should hire a roofing professional to install a metal roof, as it’s an essential part of your home and a difficult installation. Your roof provides the most protection for your home among all of the building materials, and any mistakes made during the installation process can quickly lead to roof leaks, water damage, and significant repair costs. A roofing professional will ensure your new roof is installed properly and according to building code to minimize that risk, and they will usually back the installation and materials with a roof warranty for added peace of mind.

Ideally, you shouldn’t pay your roofer upfront unless you’re special-ordering materials. However, anything between 10% and 15% of the project’s cost is reasonable to pay upfront. Avoid making a final payment until after the roof gets completed.

The Haileyville, OK homeowners’ guide to roofing services

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