Chucktown Roofing Midwest

The only one or two-star review we hold for Chucktown Roofing Midwest.

• 1 out of 5Chris Schultza day ago

  I previously posted this review to warn other homeowners about my personal experience with Chucktown Roofing Midwest and the representatives currently going door-to-door in Northwest Indiana following the recent storms. Unfortunately, what happened after I posted my review has given me an entirely new reason for concern. At approximately 9:00 AM on a SUNDAY, another individual representing himself as an “owner” of the company came to my private residence specifically regarding my Google review. During that interaction, I was threatened with legal action and a cease-and-desist over the concerns I had posted. That raises a serious question for me: Why would a legitimate, professional business respond to a customer's critical review by sending someone identifying himself as an owner to the customer's HOME at 9:00 on a Sunday morning to threaten legal action? There are many professional ways a business can dispute a review. They can respond publicly on Google, contact the customer through normal business channels, provide documentation correcting anything they believe is inaccurate, or have an attorney communicate in writing. Showing up at my home on a Sunday morning is not a response I expected from a professional business, and the experience only increased my concerns. For context, my original concerns began when a representative came to my home following the storms offering assistance with my roof and insurance claim. I was presented with a document described as a “Work Order.” After reading it carefully, I discovered that it contains substantial contractual provisions involving insurance proceeds, payment obligations, supplements, cancellation/liquidated damages, arbitration, attorney fees, and other obligations. I also raised concerns about individuals representing themselves to me as “owners” and my inability to independently reconcile those representations with the public business information I found. I posted my review so other homeowners could know abo

  Google cut this review short. The full text is on their Google profile.

• clean up4
• knowledgeable staff4
• insurance handling3
• professional crew3
• roofing quality2
• efficient crew2
• smooth process2
• new roof2
• answering questions2
• gutter2

14 more of the 17 reviews we hold text for, most recent first. We do not hold every review Google has.

• 5 out of 5Lisa Ricea day ago

  Chucktown Roofing was great to work with from start to finish. The team was professional, responsive, and made the entire process easy. Quality work, great communication, and a company that truly cares about its customers. Highly recommend!

• 5 out of 5Ryan Streete5 days ago

  Chucktown Roofing did a great job on our roof and gutters. John Leho inspected the roof and handled the insurance process for us seamlessly. Highly recommend.

  Reply from the business

  Hey Rian, thank you so much for the five star review, sir

• 5 out of 5John Russella month ago

  I am very pleased with the whole process including the following: quality of work, materials used, cleanup of debris, professional knowledge of Brett and his explanation of process.

  Reply from the business

  Thank you for the review John!

• 5 out of 5Will Mitchell2 months ago

  John & Brett handled the roof inspection and the roof installation. Without the knowledge of John I’m still convinced we would still have our old roof. Insurance fought hard but John knows his stuff!! Alex and Father (Sorry I’m bad with …

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Thank you for the review Mr. Mitchell!

• 5 out of 5Fan Yang3 months ago

  We had a great experience with this roofing company from start to finish. Brett helped us throughout the entire process and made everything smooth, clear, and stress-free. He was professional, responsive, and always willing to answer our …

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Fan, Thank you for the review! I will relay this message to Brett! -Brian (Owner - Chucktown Roofing)

• 5 out of 5Paula Pierce3 months ago

  Chucktown Roofing did a wonderful job on our roof and gutters. They installed our new roof in one day including a thorough clean-up. The gutter crew led by Alex did an amazing job. And project manager Brett kept us informed every step of the way.

  Reply from the business

  Thank you for the review Mrs, Paula!!

• 5 out of 5Z Schroll3 months ago

  John and the Chucktown Roofing team worked with us to explain the process and replaced the roof in just 2 days. The team was professional and cleaned up leaving no signs they were ever there, outside of the new roof of course.

  Reply from the business

  Hey Zach, Brian here - owner of Chucktown. On behalf of myself, John, Tyler, and the entire team. Thank you for the 5 star review. You and your wife have been a pleasure to work with. Enjoy the new roof.

• 5 out of 5Autumn3 months ago

  From start to finish the communication was amazing! When insurance wanted to be difficult my project manager handled everything with ease thus relieving my stress! I am so pleased with the whole process and the quality of service. Highly recommend!!

  Reply from the business

  Thank you Autumn!!

• 5 out of 5R R3 months ago

  Hands down the best roofing company I’ve ever had the pleasure of working with. Communication and transparency can’t be beat. And after the install the crew took there time to clean up and make sure all nails and staples were picked up and they did a magnet sweep all the way my home. I’ll be referring them to everyone I know.

  Reply from the business

  Thank you for the review!!

• 5 out of 5Sara Davis3 months ago

  Chucktown Roofing Midwest is the best! I had a total roof replacement, everything went smoothly from start to finish. Brett Langhor and his partner John Leho took care of everything. I highly recommend this company and I would definitely use them again if needed.

  Reply from the business

  Thank you for the review Sara!

• 5 out of 5Diane Hancock4 months ago

  We had an excellent experience with Chucktown Roofing. From our first meeting, to coordinating with the insurance adjuster, to selection of the roof, to overseeing the installation. Brett kept us updated and informed every step of the way. He and John were knowledgeable and made the experience a great one. Very happy with the results.

  Reply from the business

  Thank you so much for the five star review Diane!

• 5 out of 5Logan Denton4 months ago

  When I had a question they were always prompt in answering. Brian was very knowledgeable and helped explain the process. During my install day I got updates on the progress and after completion they cleaned up everything like they were never there. If it wasn’t for my beautiful new roof I would’ve never known they where there

  Reply from the business

  Thank you Logan!

• 5 out of 5Daniel Calkins4 months ago

  Chucktown Roofing did an excellent job from start to finish. The crew was professional, efficient, and paid close attention to detail throughout the project. I’d highly recommend them to anyone looking for reliable, quality roofing work.

  Reply from the business

  Thank you Daniel!

• 5 out of 5Katelin Noel4 months ago

  Working with Chucktown Roofing was honestly one of those rare situations where everything just flowed the way it should. They were on it from the start. Responsive, organized, no chasing, no confusion, just handled. The quality speaks for itself… clean, solid, and done right the first time. If you’re even debating who to go with, this is one of those teams that makes the decision easy.

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Thank you, Katelin!

Evansville's Older Homes Need the Right Roofing Company Chucktown Roofing is among Evansville roofers who specialize in the homes that define this city — the 1940s and 1950s ranches of Arcadian Acres, the Victorian-era architecture of Haynie's Corner, and established Vanderburgh County neighborhoods. When Evansville roofers arrive at an older home, the difference between a contractor who understands historic construction and one who doesn't shows fast — in the materials, flashing details, and inspection findings. What sets older Evansville homes apart: -- Original wood decking — damage spreads differently than on modern builds -- Period-appropriate materials preserve character and resale value -- Aging flashing around chimneys and dormers — a primary leak point after wind events -- Many homes in Arcadian Acres and Haynie's Corner have never had a full professional inspection What Chucktown Roofing Midwest brings: -- CertainTeed ShingleMaster Select certified — right materials for the home, not just the budget -- Experience with cedar shake, copper accents, and historic-compatible systems -- Honest findings — repair or replace, based on what the roof actually needs -- Full workmanship warranty, every job Serving Arcadian Acres, Haynie's Corner, Bayard Park, Riverside, and neighborhoods throughout Vanderburgh County. Free inspections. No obligation. Call Evansville's roofing contractor for older homes — and get a straight answer.Jul 28, 2026Call now

• Licensed

  “…LICENSED, BONDED, & INSURED Fully licensed…”

• Warranty offered

  “…installation backed by our lifetime warranty Storm Damage We'll restore your…”

• Free estimates

  “…File Your Claim Get In Touch Schedule a free inspection or talk with our experts about your…”

• Family owned

  “…Why Choose Us? We're a family-owned roofing company that treats every…”

Their site also states: insured, bonded.