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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 The Handy Veteran

The Handy Veteran

4.97(
139
)
•Approved Pro

The Handy Veteran

4.97(
139
)
•Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
9 years of experience

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!

"Kevin installed trim in bathroom and custom installed closet doors. Quality craftsmanship and reliable. "

Linda T on March 2026

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!

"Kevin installed trim in bathroom and custom installed closet doors. Quality craftsmanship and reliable. "

Linda T on March 2026

Avatar for EAE Construction

EAE Construction

5.00(
27
)
•Approved Pro

EAE Construction

5.00(
27
)
•Approved Pro
146 local quotes requested
11 years of experience

We invite you to experience a tradition of customer satisfaction that will exceed your greatest expectations. Our professionalism and quality workmanship will accurately reflect your taste and lifestyle. From conception to completion, we work with you until the job is done. We are ethical, honest, and easy to communicate with. Call us today you'll be pleased you did. Thank you

"Small gutter repair job. Called and fixed same day. Quickly, professionally and fair priced. Nicely done. "

Paul D on February 2026

We invite you to experience a tradition of customer satisfaction that will exceed your greatest expectations. Our professionalism and quality workmanship will accurately reflect your taste and lifestyle. From conception to completion, we work with you until the job is done. We are ethical, honest, and easy to communicate with. Call us today you'll be pleased you did. Thank you

"Small gutter repair job. Called and fixed same day. Quickly, professionally and fair priced. Nicely done. "

Paul D on February 2026

Avatar for C Carlson Enterprises, Inc

C Carlson Enterprises, Inc

4.45(
95
)
•Approved Pro

C Carlson Enterprises, Inc

4.45(
95
)
•Approved Pro
Super Service Award
Customers say: True professional
26 years of experience
Emergency services offered

I, Carl Carlson, General Contractor and owner of Carlson Enterprises am the one number to call for all your home improvement and repair needs. We provide the best quality work in town for the best price. We serve our local neighbors with friendly, knowledgeable and expert services, done on time, that exceed your expectations, and that are flexible to work around your budget. By doing the work right, the first time, every time, providing old-fashioned customer service and low prices, our business comes primarily from repeat customers and referrals. We look forward to the chance to help you with this project, and become your family's contractor for years to come. Thank you for the opportunity - Call now! We offer 24 hour emergency services. Fully Insured

"He was perfect."

Jerry A on January 2026

I, Carl Carlson, General Contractor and owner of Carlson Enterprises am the one number to call for all your home improvement and repair needs. We provide the best quality work in town for the best price. We serve our local neighbors with friendly, knowledgeable and expert services, done on time, that exceed your expectations, and that are flexible to work around your budget. By doing the work right, the first time, every time, providing old-fashioned customer service and low prices, our business comes primarily from repeat customers and referrals. We look forward to the chance to help you with this project, and become your family's contractor for years to come. Thank you for the opportunity - Call now! We offer 24 hour emergency services. Fully Insured

"He was perfect."

Jerry A on January 2026

Avatar for Mr. Handyman of Wheaton-Hinsdale

Mr. Handyman of Wheaton-Hinsdale

4.77(
342
)
•Approved Pro

Mr. Handyman of Wheaton-Hinsdale

4.77(
342
)
•Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
19 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.

"On day of booking informed I would not be there but assured the Handyman will call and review when onsite. That never happened, calls were only done or relayed with Cistomer Servuce Reos. One speaking terrible English you couldn?t understand. Two metal post mailboxes they took upon their own doing to change to a cheap 4x4 vs the steel post that was there originally hired to replace. Follow-up day after and Terrible customer service! Request to talk to the owner and the arrogant customer service rep leaves no option to discuss things with the owner with multiple request. Just as yesterday before the work was done asked to talk to the Handyman onsite and was never able to discuss any details with him to avoid materials being substituted at their own doing."

Mark T on February 2026

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.

"On day of booking informed I would not be there but assured the Handyman will call and review when onsite. That never happened, calls were only done or relayed with Cistomer Servuce Reos. One speaking terrible English you couldn?t understand. Two metal post mailboxes they took upon their own doing to change to a cheap 4x4 vs the steel post that was there originally hired to replace. Follow-up day after and Terrible customer service! Request to talk to the owner and the arrogant customer service rep leaves no option to discuss things with the owner with multiple request. Just as yesterday before the work was done asked to talk to the Handyman onsite and was never able to discuss any details with him to avoid materials being substituted at their own doing."

Mark T on February 2026

Avatar for Handy Men & Mrs Helper Kitchen & Bath

Handy Men & Mrs Helper Kitchen & Bath

4.87(
1,139
)
•Approved Pro

Handy Men & Mrs Helper Kitchen & Bath

4.87(
1,139
)
•Approved Pro
Customers say: Super punctual
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
23 years of experience

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(
259
)
•Approved Pro

Silver Hammer Construction

4.74(
259
)
•Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% 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

"Rob did an excellent job at mounting unit on basement wall. He also did a great job cleaning up and removing old tv. Would highly recommend for jobs."

Alton S on February 2026

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

"Rob did an excellent job at mounting unit on basement wall. He also did a great job cleaning up and removing old tv. Would highly recommend for jobs."

Alton S on February 2026

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
52 years of experience

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 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

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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.

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