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Find Shed, barn or playhouse repairers in Chicago

Avatar for Chicagoland Handyman

Chicagoland Handyman

4.91(
11
)
•Approved Pro

Chicagoland Handyman

4.91(
11
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
47 years of experience

We have been serving the community for 38 years, with affordable rates and excellent attention to detail. References are available, and we pride ourselves on working around your schedule and respecting your privacy and property. We thank you in advance for allowing us to give your home or business the attention it deserves.

"Denny was great in helping finish my basement! He brought in some of his other helpers and even finished ahead of schedule. Very knowledgeable and had great ideas. Would definitely recommend and hire again!"

JP M on May 2020

We have been serving the community for 38 years, with affordable rates and excellent attention to detail. References are available, and we pride ourselves on working around your schedule and respecting your privacy and property. We thank you in advance for allowing us to give your home or business the attention it deserves.

"Denny was great in helping finish my basement! He brought in some of his other helpers and even finished ahead of schedule. Very knowledgeable and had great ideas. Would definitely recommend and hire again!"

JP M on May 2020

Avatar for Jack's Roofing & Siding, LLC

Jack's Roofing & Siding, LLC

5.00(
1
)
•Approved Pro

Jack's Roofing & Siding, LLC

5.00(
1
)
•Approved Pro
7 years of experience
Free onsite estimate

We are a locally owned and operated company that values honesty and integrity and treats your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

We are a locally owned and operated company that values honesty and integrity and treats your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

Avatar for Perfect Work Remodeling & Repairs

Perfect Work Remodeling & Repairs

5.00(
25
)
•Approved Pro

Perfect Work Remodeling & Repairs

5.00(
25
)
•Approved Pro
Super Service Award
Customers say: Quick response
80 local quotes requested
14 years of experience

Doing the job right is the foundation to “Perfect Work”! We are Pros, Perfect is in our name.. We are highly experienced house surgeons. We are the ones to call when your previous contractor leaves you with work that is not done right. We can make it right! Also we can do very complicated and difficult repairs that most pros can’t do. Decades of home construction, repair, remodeling and renovation experience make us highly qualified for your all your projects. Options with Rot.. we can save you Thousands!! Door Repairs and Install Slab Doors Install Exterior Trim and wood rot Updates and Repair (Including Decks), Remodeling, Custom Carpentry and Interior Trim, Interior and Exterior Door Replacement and Repair, jamb repair, rot repair Maintenance, Inspections, Troubleshoot, Bathroom, Exhaust Fans, Kitchen, Smart home integration Ring Alexa Vinyl Plank Flooring Garage, Pantry and Closet Shelving

"Excellent service and attention to detail."

Sally T on November 2025

Doing the job right is the foundation to “Perfect Work”! We are Pros, Perfect is in our name.. We are highly experienced house surgeons. We are the ones to call when your previous contractor leaves you with work that is not done right. We can make it right! Also we can do very complicated and difficult repairs that most pros can’t do. Decades of home construction, repair, remodeling and renovation experience make us highly qualified for your all your projects. Options with Rot.. we can save you Thousands!! Door Repairs and Install Slab Doors Install Exterior Trim and wood rot Updates and Repair (Including Decks), Remodeling, Custom Carpentry and Interior Trim, Interior and Exterior Door Replacement and Repair, jamb repair, rot repair Maintenance, Inspections, Troubleshoot, Bathroom, Exhaust Fans, Kitchen, Smart home integration Ring Alexa Vinyl Plank Flooring Garage, Pantry and Closet Shelving

"Excellent service and attention to detail."

Sally T on November 2025

Avatar for Mr. Handyman of Wheaton-Hinsdale

Mr. Handyman of Wheaton-Hinsdale

4.79(
341
)
•Approved Pro

Mr. Handyman of Wheaton-Hinsdale

4.79(
341
)
•Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
130 local quotes requested

Mr. Handyman is a trusted professional handyman service specializing in a wide range of maintenance, repair, and improvement projects for homes and businesses. Known for reliability and skilled craftsmanship, the team at Mr. Handyman includes experienced professionals trained in carpentry, drywall, painting, electrical, remodeling, and plumbing work. Dedicated to delivering high-quality service, they prioritize customer satisfaction, ensuring each project is completed efficiently and to the highest standards. With a one-year warranty on their work, Mr. Handyman provides peace of mind and stands out as a dependable partner for property maintenance and improvement needs. Whether it’s a small fix or a larger project, you can trust Mr. Handyman to take care of it like family.

"Good. Work completed in about 6 hours total. Met expectations."

Anthony S on October 2025

Mr. Handyman is a trusted professional handyman service specializing in a wide range of maintenance, repair, and improvement projects for homes and businesses. Known for reliability and skilled craftsmanship, the team at Mr. Handyman includes experienced professionals trained in carpentry, drywall, painting, electrical, remodeling, and plumbing work. Dedicated to delivering high-quality service, they prioritize customer satisfaction, ensuring each project is completed efficiently and to the highest standards. With a one-year warranty on their work, Mr. Handyman provides peace of mind and stands out as a dependable partner for property maintenance and improvement needs. Whether it’s a small fix or a larger project, you can trust Mr. Handyman to take care of it like family.

"Good. Work completed in about 6 hours total. Met expectations."

Anthony S on October 2025

Avatar for The Handy Veteran

The Handy Veteran

4.97(
138
)
•Approved Pro

The Handy Veteran

4.97(
138
)
•Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
35 local quotes requested

The Handy Veteran is a veteran owned and operated company. We offer free estimates and stand by our motto of professional and dependable services. We want to be the one stop shop handyman for you. We offer active duty and veteran discounts. BOOKED THROUGH FEBRUARY OF 2026, NOW BOOKING FOR SPRING 2026!

"It was our third time using The Handy Veteran and it will not be the last. Kevin and his team are absolutely top notch! Our first job with Kevin was to replace and paint all of the wood and trim in our entire house, replace carpet with LVP flooring on a third of the floors in our 3000sqf home, refaced our fireplace, install a new front door, & paint the entire house. Second job was to repair and paint our large deck. This last job was to replace more floors, remodel our guest bathroom and hang multiple lights fixtures. Our first job was in 2020 and the initial work they did is still perfect. Kevin stands by his work. He is not satisfied until the job is done right and was extremely accommodating to all of our requests. He wanted us satisfied and happy with the work and even made some great suggestions that really enhanced the final outcome. Him and his team are extremely respectful of our time, professional, friendly and trustworthy. Also very fair with their pricing! "

Dominick D on November 2025

The Handy Veteran is a veteran owned and operated company. We offer free estimates and stand by our motto of professional and dependable services. We want to be the one stop shop handyman for you. We offer active duty and veteran discounts. BOOKED THROUGH FEBRUARY OF 2026, NOW BOOKING FOR SPRING 2026!

"It was our third time using The Handy Veteran and it will not be the last. Kevin and his team are absolutely top notch! Our first job with Kevin was to replace and paint all of the wood and trim in our entire house, replace carpet with LVP flooring on a third of the floors in our 3000sqf home, refaced our fireplace, install a new front door, & paint the entire house. Second job was to repair and paint our large deck. This last job was to replace more floors, remodel our guest bathroom and hang multiple lights fixtures. Our first job was in 2020 and the initial work they did is still perfect. Kevin stands by his work. He is not satisfied until the job is done right and was extremely accommodating to all of our requests. He wanted us satisfied and happy with the work and even made some great suggestions that really enhanced the final outcome. Him and his team are extremely respectful of our time, professional, friendly and trustworthy. Also very fair with their pricing! "

Dominick D on November 2025

Avatar for Castino Painting, Stucco, Restoration

Castino Painting, Stucco, Restoration

4.74(
313
)
•Approved Pro

Castino Painting, Stucco, Restoration

4.74(
313
)
•Approved Pro
Customers say: Super punctual
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
143 local quotes requested

Founded in 1974, Castino Restoration is your local neighborhood business that provides water/flood damage clean up & restoration, mold remediation, carpet, rug & upholstery cleaning, interior / exterior painting, stucco, carpentry, handyman, floor installation & refinishing, gutter cleaning & roof snow removal. We pride ourselves in being skilled, ethical, friendly & fast. And we always clean up everyday before we leave. Give us a call, try us out!

"I have been very satisfied with the work performed and finished areas look great. Mike Fuche (co-owner/estimator) is responsive, easy to work with, and quotes fair prices for the work involved. It’s great to have a contractor that I can turn to with trust and rely upon to take care of the job timely and professionally."

Rachel J on September 2020

Founded in 1974, Castino Restoration is your local neighborhood business that provides water/flood damage clean up & restoration, mold remediation, carpet, rug & upholstery cleaning, interior / exterior painting, stucco, carpentry, handyman, floor installation & refinishing, gutter cleaning & roof snow removal. We pride ourselves in being skilled, ethical, friendly & fast. And we always clean up everyday before we leave. Give us a call, try us out!

"I have been very satisfied with the work performed and finished areas look great. Mike Fuche (co-owner/estimator) is responsive, easy to work with, and quotes fair prices for the work involved. It’s great to have a contractor that I can turn to with trust and rely upon to take care of the job timely and professionally."

Rachel J on September 2020

Avatar for Handy Men & Mrs Helper Kitchen & Bath

Handy Men & Mrs Helper Kitchen & Bath

4.70(
1,282
)
•Approved Pro

Handy Men & Mrs Helper Kitchen & Bath

4.70(
1,282
)
•Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
64 local quotes requested

SUPER SERVICE AWARD WINNER SINCE 2003! Our mission is to offer honest, reliable home remodeling services that set us apart from other service providers. We continually strive to exceed expectations by ensuring that each home repair or remodeling project is done to your satisfaction. Our commitment and assurance to our clients is something we take great pride in. When planning your next home improvement project, rely on a company that offers unparalleled knowledge, experience and expertise. Contact us today to learn more about what sets us apart from the competition.

"THE BEST experience with a contractor EVER! We’ve owned 7 houses and have hired numerous contractors to do a variety of work, this was by far the smoothest, most thorough job we’ve ever had done. The communication, preparation and scheduling made us feel at ease with the project. Everyone of the workers and managers of the job showed up on time and got our job done on the specific schedule we were given. The quality of the work was top notch! The entire team was a pleasure to work with!"

Steve B on October 2021

SUPER SERVICE AWARD WINNER SINCE 2003! Our mission is to offer honest, reliable home remodeling services that set us apart from other service providers. We continually strive to exceed expectations by ensuring that each home repair or remodeling project is done to your satisfaction. Our commitment and assurance to our clients is something we take great pride in. When planning your next home improvement project, rely on a company that offers unparalleled knowledge, experience and expertise. Contact us today to learn more about what sets us apart from the competition.

"THE BEST experience with a contractor EVER! We’ve owned 7 houses and have hired numerous contractors to do a variety of work, this was by far the smoothest, most thorough job we’ve ever had done. The communication, preparation and scheduling made us feel at ease with the project. Everyone of the workers and managers of the job showed up on time and got our job done on the specific schedule we were given. The quality of the work was top notch! The entire team was a pleasure to work with!"

Steve B on October 2021

Avatar for Silver Hammer Construction

Silver Hammer Construction

4.74(
257
)
•Approved Pro

Silver Hammer Construction

4.74(
257
)
•Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
40 years of experience

General Home Repair Company with the following specialties: Full re-model of kitchen, baths, basements. Attic Insulation. Full service Handyman and repair staff, with (4) service techs. All service techs are in-house, reference and background checked. Additional DBA: Silver Hammer Home Services

"Robert-The Owner-perfectly finished my shower door and drywall repair. Everything looks perfect, as if they were never damaged."

Aruna A on November 2025

General Home Repair Company with the following specialties: Full re-model of kitchen, baths, basements. Attic Insulation. Full service Handyman and repair staff, with (4) service techs. All service techs are in-house, reference and background checked. Additional DBA: Silver Hammer Home Services

"Robert-The Owner-perfectly finished my shower door and drywall repair. Everything looks perfect, as if they were never damaged."

Aruna A on November 2025

Avatar for Chrysalis Unbound Custom Decorating and Remodeling

Chrysalis Unbound Custom Decorating and Remodeling

4.72(
25
)
•Approved Pro

Chrysalis Unbound Custom Decorating and Remodeling

4.72(
25
)
•Approved Pro
Customers say: Quick response
25 years of experience
Free onsite estimate

Chrysalis Unbound Custom Decorating and Remodeling prides itself on superior and innovative performance; actively doing our best to bring you the most proficient, detailed work done cleanly & quietly. We will do our best to offer affordable alternatives to high-end products and design.

"Roman is very detailed and knowledgeable. I've never had a contractor who tried that hard to understand the job even before coming for a quote. Very easy to get a hold of as well which is rare for contractors from this site. Would highly recommend."

Robert K on January 2025

Chrysalis Unbound Custom Decorating and Remodeling prides itself on superior and innovative performance; actively doing our best to bring you the most proficient, detailed work done cleanly & quietly. We will do our best to offer affordable alternatives to high-end products and design.

"Roman is very detailed and knowledgeable. I've never had a contractor who tried that hard to understand the job even before coming for a quote. Very easy to get a hold of as well which is rare for contractors from this site. Would highly recommend."

Robert K on January 2025

Avatar for For Heart Enterprises

For Heart Enterprises

5.00(
9
)
•Approved Pro

For Heart Enterprises

5.00(
9
)
•Approved Pro
Super Service Award
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
299 local quotes requested

For Heart Enterprises is reliable, easy to work with, and dedicated to getting your home back into shape. I have almost 20 years of experience and We offer free estimates and would love to hear of your upcoming project. Call or click for an estimate today

"Tayseer was awesome. Completed the work in a timely manner. Tayseer was very honest and upfront about costs. Does great work!"

Jackie K on October 2025

For Heart Enterprises is reliable, easy to work with, and dedicated to getting your home back into shape. I have almost 20 years of experience and We offer free estimates and would love to hear of your upcoming project. Call or click for an estimate today

"Tayseer was awesome. Completed the work in a timely manner. Tayseer was very honest and upfront about costs. Does great work!"

Jackie K on October 2025

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FAQs for shed, barn or playhouse repair projects in Chicago, IL

You’ll know it’s time for a new shed roof if shingles curl or buckle, soft spots sag, or water stains appear inside. Moss or other plant growth on the surface is another red flag that moisture has breached the roofing layers. Replacing the roof quickly stops leaks from spreading, protects stored items, and saves you from costlier structural repairs down the road.

Choosing between a flat and a sloped shed roof comes down to climate, budget, and upkeep. A flat roof is cheaper up front, but still needs a slight pitch for drainage. A sloped roof sheds rain and snow more easily, lasts longer, and often needs less maintenance. Weigh your local weather patterns, the look you want, and how much time you’re willing to spend on upkeep before deciding.

A shed roof’s life span hinges on the material you choose and how well you maintain it. Most standard products last 15 to 30 years, while premium picks like slate or clay tile can protect the structure for 50 to 100 years. Regular inspections, fast fixes, and routine cleaning all help you reach the upper end of those ranges and keep your tools and gear dry year-round.

The Chicago, IL homeowners’ guide to shed, barn or playhouse repairs

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

See all articles