Best Roofing Companies Near You in Crestwood, IL (2026)

262 Verified Contractors 4.7 Avg Rating 1,453 Total Reviews AI-Analyzed Reviews Free Estimates Available

Top Roofers in Crestwood, IL

Filter by service:

Sort by:

Showalter Roofing Services

4.7(208 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Showalter earns consistent praise from satisfied customers for their professionalism, clear communication, and quality workmanship across roofing and related projects. Customers highlight the team's responsiveness, attention to detail, and ability to manage timelines effectively, with particular appreciation for their expertise in navigating insurance claims and delivering efficient installations. The company's long-standing reputation since 1979 reflects their commitment to customer satisfaction and reliable service.

"We just used Showalter to replace our roof after hail damage and they were wonderful! Andy was so helpful and responsive and walked me through the process in great detail. They were able to petition insurance on our behalf and were successful in getting us covered for an entire roof replacement, instead of just the front of the roof, which is what we were originally awarded. They were so flexible when we needing work done quickly - and they…" — Taylor B.
25W048 Ramm Dr
Licensed - Not confirmedInsured - Not confirmed✓ 47 yrs in businessWarranty - Not confirmed

+1 630-499-7700

Roofing By Hernandez

4.7(190 reviews)
AI Review Summary

Roofing by Hernandez earns consistent praise for professional craftsmanship, timely communication, and reliable service completion. Customers highlight owner Ivan's expertise, detailed estimates, and responsive follow-up, along with crews that work efficiently and maintain a friendly demeanor throughout projects. The company's competitive pricing combined with quality workmanship has built customer loyalty, with many clients returning for additional projects or planning to do so in the future.

"Thanks Ivan and crew for my new roof and deck. After a rough winter (cold, record snow, ice and rain), my flat twenty year old roof developed some major leaks. Ivan (Owner) was able to come out quickly and access the situation and come up with a very comprehensive plan that made sense for my situation. His quotes are very detailed and covered every question / concern I could think of. When you first meet Ivan, you get a sense very quickly that he…" — Spencer G.
3033 N Clark St
✓ Licensed✓ Insured✓ 20 yrs in businessWarranty - Not confirmed

+1 312-439-0556

Alamo Roofing Contractors

4.7(179 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Alamo Roofing earns strong praise from most customers for professional craftsmanship, timely project completion, and clear communication throughout the roofing and siding process. Customers consistently highlight the crew's attention to detail, on-time arrivals, thorough cleanup, and fair pricing. The company's hands-on approach—including owner involvement and knowledgeable crew members—demonstrates a commitment to quality work and customer satisfaction.

"When Ciro came to our home in Gary, Indiana for a roof inspection he was very polite pleasant and professional. After having several roof estimates done we chooses to go with Alamo because of the prices, warranty, and quality of materials that they offered. The roofing crew was on time and worked very hard they were knowledgeable and professional. The crew did an excellent job from the beginning stripping the roof to cleaning the ground.Even…" — Cardella N.
6064 Lute Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed✓ Warranty Offered

+1 219-224-2636

Region Roofing & Remodeling Inc

4.7(173 reviews)
Online Estimates
AI Review Summary

Region Roofing & Remodeling earns consistent praise for exceptional workmanship, punctuality, and transparent communication, with customers highlighting the team's attention to detail and honest approach that avoids upselling. Homeowners particularly appreciate their professionalism in handling insurance claims and weather-related damage, as well as their willingness to answer questions and ensure complete customer satisfaction before completing projects. The company is recommended for those seeking reliable, skilled roofing and remodeling work completed with care and respect for their homes.

"Region Roofing & Remodeling is truly top-tier. From start to finish, the experience was smooth, professional, and stress-free. Their team showed up on time, communicated clearly, and delivered exceptional workmanship. The attention to detail was obvious, and they treated my home with care and respect. What stood out most was their integrity—no upselling, no surprises, just honest guidance and high-quality work. It’s rare to find a company that…" — Cecily A.
5539 Indianapolis Blvd REAR BLD
✓ LicensedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 219-629-8344

A-Abel Roofing Inc.

4.7(171 reviews)
Spanish Speaking
AI Review Summary

A-Abel Roofing earns consistent praise from customers for expert workmanship, transparent communication, and fair pricing on comprehensive exterior projects including roofing, gutters, siding, and more. Customers particularly appreciate the team's friendly professionalism—from salesman Mike's pressure-free estimates to owner Jeff's personal involvement and crew supervisor Jim's daily updates—ensuring attention to detail and customer satisfaction throughout each project. The company's reasonable pricing, combined with reliable execution and thorough cleanup, has made them a frequently recommended choice for homeowners undertaking major exterior renovations.

"We had the entire exterior of our house and garage redone. The roof, sofit, fascia, siding, gutters, storm doors, windows, and the front and back doors as well. The whole process from start to finish was a great one.Mike,our salesmen, was very accommodating working around both mine and my husband's work schedules over several meetings to make sure that every detail we chose for the house was correct and coming back each time to show us samples…" — Sharon L.
14529 Waverly Ave
Licensed - Not confirmedInsured - Not confirmed✓ 17 yrs in business✓ Warranty Offered

+1 708-646-3656

Ivan's Roofing and Remodeling

4.7(126 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish SpeakingWomen-OwnedMinority-Owned
AI Review Summary

Ivan's Roofing earns consistent praise from customers for exceptional professionalism, responsiveness, and meticulous attention to detail across roofing, siding, gutters, kitchen remodeling, and other home projects. Clients particularly appreciate the team's clear communication, willingness to address concerns promptly, and ability to deliver results that exceed expectations while maintaining clean workspaces and respectful conduct. The company's project managers and team members are noted for treating each home project with genuine care and pride, ensuring customer satisfaction from initial consultation through post-project follow-up.

"This was our first experience with a major remodel. We contacted Ivan’s about remodeling our kitchen. It is everything we dreamed of and so much more! Our kitchen was an outdated 1970’s kitchen that was unappealing, non-functional, and falling apart. After our initial meeting, Ivan and our project manager Jaime came to us with a plan that was complete, hit every aesthetic and functionality we talked about, and suggestions we hadn’t even…" — Kristen S.
7325 Kennedy Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 219-308-7784

Top Quality Roofing & Siding

4.7(104 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsWomen-OwnedMinority-Owned
AI Review Summary

Top Quality Roofing & Siding consistently delivers excellent workmanship on roofing, siding, and related projects, with customers praising the quality of materials and attention to detail. The company stands out for its responsive communication, willingness to handle both large and smaller jobs, competitive pricing, and efficient project completion—often finishing work in a single day. Customers particularly appreciate the professionalism and expertise of owner Martin, who ensures thorough solutions and maintains clear updates throughout the process.

"⭐️⭐️⭐️⭐️⭐️ We had an amazing experience with Top Quality Roofing & Siding! They did a fantastic job on our roofing, siding, and soffits for both our house and garage. The quality of the work is top-notch, and everything was completed on time and with great attention to detail. A special shoutout to Martin—he was absolutely amazing to work with. He’s professional, responsive, and truly cares about the quality of the work his team delivers. We…" — Amanda B.
3S123 Rte 59
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 630-520-0576

Highlander Home Improvement Co.

4.7(104 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Highlander Home Improvement earns consistent praise for their professionalism, attention to detail, and responsive communication throughout every project phase. Customers particularly value the expertise and patience of the team, especially Robert Bednarz, who goes above and beyond—including coordinating with insurance companies to maximize coverage. The company's reliability and quality workmanship across roofing, siding, windows, and renovations have made them a trusted choice that customers readily refer to friends and family.

"Wonderful experience working with Highlander! Raphael, Andrii and Alex were very professional, responsive, trustworthy and so friendly! Complete bathroom gut moving out of the 1970s. Up next, they begin our roof & siding, again proof of our happiness & trust in them. Everyone who sees our new bathroom loves it! It was a blessing being referred to Highlander by a few friends, and we’ve already referred several to them now too!" — Sheila D.
147 Covington Dr
Licensed - Not confirmedInsured - Not confirmed✓ 20 yrs in businessWarranty - Not confirmed

+1 630-283-0764

Home Improvements USA, Inc.

4.7(104 reviews)
Online Estimates
AI Review Summary

Home Improvements USA earns strong customer praise for professional workmanship and attention to detail, with clients consistently highlighting skilled technicians who complete projects cleanly and efficiently—such as skylight installations and gutter solutions that deliver lasting results. The team is recognized for exceptional customer service, with consultants taking time to explain processes and answer questions thoroughly, creating a sense of confidence and care throughout projects. While most customers recommend the company for its quality products and reliable execution, communication and coordination between sales, office, and field teams have been areas of concern for some clients.

"I had 3 skylights removed and had new ones installed. Jack and Jason did an outstanding job. Very professional, very neat and explained how they were going to approach the job. Removed the old lights and miscellaneous garbage , at the end of the day you wouldn’t know they were there. I job extremely well done.👍 👍" — Robert M.
480 Industrial Dr #108
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 630-420-7619

Wise Guys Roofing

4.7(94 reviews)
Open WeekendsSpanish Speaking
AI Review Summary

Wise Guys Construction earns consistent praise for exceptional craftsmanship and outstanding professionalism across roofing, siding, and gutter projects. Customers particularly appreciate the company's responsive communication, willingness to handle insurance claims and permits, and their ability to achieve favorable settlements that other contractors deemed impossible. The team's attention to detail, friendly demeanor, and commitment to customer satisfaction—from initial estimate through project completion—make them a trusted choice for homeowners tackling major renovation projects.

"Recently had our roof and siding done by Wise Guys Construction, and we are blown away by the quality of work & professionalism with everyone we dealt with. This was our first big home project & Wise guys made our dreams happen effortlessly. They dealt with our insurance, obtained all permits, kept us up to date with the process, and walked us through every step of the way. The gentleman who did our siding, I wish I got his name. He was…" — Melissa D.
5401 Patton Dr Ste 117
✓ LicensedInsured - Not confirmed✓ 15 yrs in businessWarranty - Not confirmed

+1 630-827-2019

Why Hire a Local Roofer in Crestwood?

Local Climate Knowledge

Crestwood roofers understand Illinois's specific weather patterns and choose materials built to last in local conditions.

Building Code Compliance

Local contractors know Crestwood's permit requirements and code standards, ensuring your repair passes inspection.

Faster Response Times

A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.

Typical Roof Repair Costs in Crestwood

Repair TypeTypical Cost Range
Minor Leak Repair$150 – $400
Shingle Replacement (small area)$300 – $900
Flashing Repair$200 – $600
Gutter Repair / Replacement$150 – $500
Section Repair (large area)$1,500 – $5,000
Emergency Repair$500 – $1,500
Full Roof Replacement$8,000 – $25,000+

* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.

FAQ: Roof Repair in Crestwood, IL

Roof repair costs in Crestwood typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.