Top-rated shed, barn or playhouse repairers.

Get matched with top shed, barn or playhouse repairers in Chicago, IL

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Shed, barn or playhouse repairers in Chicago

Avatar for Jack's Roofing & Siding, LLC

Jack's Roofing & Siding, LLC

46 Stonehill Road Unit A
5.00(
1
)
Approved Pro

Jack's Roofing & Siding, LLC

46 Stonehill Road Unit A
5.00(
1
)
Approved Pro
6 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 Chicagoland Handyman

Chicagoland Handyman

30 Eastwood Avenue
4.91(
11
)
Approved Pro

Chicagoland Handyman

30 Eastwood Avenue
4.91(
11
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
46 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 Gorman Carpentry and Home Renovation

Gorman Carpentry and Home Renovation

2212 Central St
4.34(
328
)
Approved Pro

Gorman Carpentry and Home Renovation

2212 Central St
4.34(
328
)
Approved Pro
Customers say: True professional
24 years of experience
Free onsite estimate

With 25 years experience in the home improvement trade, we at Gorman Carpentry and Renovation are experienced handyman professionals. No job is too small or too large; customer service is our specialty. Let us complete that unfinished project or make all the repairs you've been putting off. We will have your home in top shape, giving you peace of mind to enjoy your house again. We service Chicago and the North suburban areas. Call today to tell us what you'll need and we'll give you a fair quote and time frame for the work to be completed.

"i got it done for $450.00"

MAURICE A on September 2025

With 25 years experience in the home improvement trade, we at Gorman Carpentry and Renovation are experienced handyman professionals. No job is too small or too large; customer service is our specialty. Let us complete that unfinished project or make all the repairs you've been putting off. We will have your home in top shape, giving you peace of mind to enjoy your house again. We service Chicago and the North suburban areas. Call today to tell us what you'll need and we'll give you a fair quote and time frame for the work to be completed.

"i got it done for $450.00"

MAURICE A on September 2025


Avatar for Chrysalis Unbound Custom Decorating and Remodeling

Chrysalis Unbound Custom Decorating and Remodeling

1306 Fall Court
4.72(
25
)
Approved Pro

Chrysalis Unbound Custom Decorating and Remodeling

1306 Fall Court
4.72(
25
)
Approved Pro
Customers say: Quick response
24 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 Biango Construction

Biango Construction

5 South 283 Middle Road
4.75(
77
)
Approved Pro

Biango Construction

5 South 283 Middle Road
4.75(
77
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
149 local quotes requested

Biango Construction strives on giving all of our customers the best quality craftsmanship and pricing in the industry. Locally owned operated. We guarantee your satisfaction! Free estimates.

"I had Biango Construction complete a full gut renovation of my main floor powder room and laundry room/mudroom. This included a major change in layouts and moving walls, doors, HVAC, plumbing, gas lines, and electrical. I also had custom cabinets and hall tree built for the space. The final result is exceptional (see photos). While the time ended up taking longer than originally expected, it was worth it to have a trusted pro do the work and to deal with the permit process. The company was easy to work with, professional, and maintained a clean workspace across my house. All individuals working on my house with Nick Biango paid high attention to detail throughout the entire process. I would highly recommend Biango Construction to anyone doing renovations or wanting built-ins added to their home."

Lauren B on June 2024

Biango Construction strives on giving all of our customers the best quality craftsmanship and pricing in the industry. Locally owned operated. We guarantee your satisfaction! Free estimates.

"I had Biango Construction complete a full gut renovation of my main floor powder room and laundry room/mudroom. This included a major change in layouts and moving walls, doors, HVAC, plumbing, gas lines, and electrical. I also had custom cabinets and hall tree built for the space. The final result is exceptional (see photos). While the time ended up taking longer than originally expected, it was worth it to have a trusted pro do the work and to deal with the permit process. The company was easy to work with, professional, and maintained a clean workspace across my house. All individuals working on my house with Nick Biango paid high attention to detail throughout the entire process. I would highly recommend Biango Construction to anyone doing renovations or wanting built-ins added to their home."

Lauren B on June 2024


Avatar for The Smart Houses Solutions

The Smart Houses Solutions

3104 Ernst St
4.09(
54
)
Approved Pro

The Smart Houses Solutions

3104 Ernst St
4.09(
54
)
Approved Pro
Customers say: Super punctual
568 local quotes requested
22 years of experience

Thank you for considering The Smart Houses Solution for your home remodeling project. The Smart Houses Solution has been in business in Chicago and in Cook County for 20 years. We specialize in complete interior and exterior remodeling projects, including kitchens, bathrooms, basements, windows, siding and construction of custom decks multi-story buildings. We have our own work crews and provide quality European craftsmanship. No matter how large or small of a project, we are absolutely sure that your experience will be a good one. Call us today for a FREE ESTIMATE!

"These guys worked their hardest in the worst heat to: dig out an obscene amount of gravel left over from a swingset area, lay a concrete pad, build a gazebo. The project was done as quickly as possible and the site was always kept clean. Michael and Greg always kept in communication with us and the final project is now my favorite thing about our house."

Julie T on July 2025

Thank you for considering The Smart Houses Solution for your home remodeling project. The Smart Houses Solution has been in business in Chicago and in Cook County for 20 years. We specialize in complete interior and exterior remodeling projects, including kitchens, bathrooms, basements, windows, siding and construction of custom decks multi-story buildings. We have our own work crews and provide quality European craftsmanship. No matter how large or small of a project, we are absolutely sure that your experience will be a good one. Call us today for a FREE ESTIMATE!

"These guys worked their hardest in the worst heat to: dig out an obscene amount of gravel left over from a swingset area, lay a concrete pad, build a gazebo. The project was done as quickly as possible and the site was always kept clean. Michael and Greg always kept in communication with us and the final project is now my favorite thing about our house."

Julie T on July 2025


Avatar for J Sitko Construction

J Sitko Construction

5445 N SHERIDAN RD
4.26(
246
)
Approved Pro

J Sitko Construction

5445 N SHERIDAN RD
4.26(
246
)
Approved Pro
Customers say: Quality work
260 local quotes requested
31 years of experience

J. Sitko Construction has been in business in Chicago and in Cook County for 20 years. We specialize in constructing new porch systems and custom decks and repairing porch systems and decks for 2 & 3 story apartment buildings and for single family dwellings. We provide estimates for all home owners in Cook County

"J Sitko built new porches for our 2-flat in Chicago. The porches look great, the price was reasonable, the work was delivered on schedule, and we passed the city inspection without issues. They even helped schedule the city inspection earlier than planned because we suddenly had an earlier deadline. We would definitely work with them again - Thank you J Stiko!"

Anne K on November 2024

J. Sitko Construction has been in business in Chicago and in Cook County for 20 years. We specialize in constructing new porch systems and custom decks and repairing porch systems and decks for 2 & 3 story apartment buildings and for single family dwellings. We provide estimates for all home owners in Cook County

"J Sitko built new porches for our 2-flat in Chicago. The porches look great, the price was reasonable, the work was delivered on schedule, and we passed the city inspection without issues. They even helped schedule the city inspection earlier than planned because we suddenly had an earlier deadline. We would definitely work with them again - Thank you J Stiko!"

Anne K on November 2024


Avatar for R-Deco Painting & Home Improvements

R-Deco Painting & Home Improvements

5248 N Mason Ave
4.40(
10
)
Approved Pro

R-Deco Painting & Home Improvements

5248 N Mason Ave
4.40(
10
)
Approved Pro
Customers say: Quick response
605 local quotes requested
32 years of experience

R-Deco Painting & Home Improvements is a full service, Owner operated Painting & Home Improvements company serving the Chicago/Suburban communities since 1993. Our company specializes in Customer satifactions, on-time and clean work environment, along with professional services from our dedicated crew that have been with our company since 1993. Our ability to perform at such a high standard and dedication to our Employess and Customers is why 85% of our customers are repeat or referred clients. We hold a 5 star rating with our clients and are BBB accredited AAA sevice provider.

"Ron and his crew took twice as long as quoted on my project which was a simple shower installation. When they said they were done, I found multiple mistakes. They used wood screws to secure a shower door frame and failed to caulk any of the joints. They also left a ton of damage to my walls that I had to call them back to repair and repaint. To aid with entry to my building, I loaned them a set of spare keys, which they forgot to bring and had to return on a separate trip. After I submitted the final payment, I found that they neglected to secure the button sill of the shower door at all and it simply slid out of place. I sent Ron a message asking for a return of my payment and he has been silent. Amateur work, no attention to detail, carelessness. Don't hire these guys for your project, hire professionals"

Brett W on March 2025

R-Deco Painting & Home Improvements is a full service, Owner operated Painting & Home Improvements company serving the Chicago/Suburban communities since 1993. Our company specializes in Customer satifactions, on-time and clean work environment, along with professional services from our dedicated crew that have been with our company since 1993. Our ability to perform at such a high standard and dedication to our Employess and Customers is why 85% of our customers are repeat or referred clients. We hold a 5 star rating with our clients and are BBB accredited AAA sevice provider.

"Ron and his crew took twice as long as quoted on my project which was a simple shower installation. When they said they were done, I found multiple mistakes. They used wood screws to secure a shower door frame and failed to caulk any of the joints. They also left a ton of damage to my walls that I had to call them back to repair and repaint. To aid with entry to my building, I loaned them a set of spare keys, which they forgot to bring and had to return on a separate trip. After I submitted the final payment, I found that they neglected to secure the button sill of the shower door at all and it simply slid out of place. I sent Ron a message asking for a return of my payment and he has been silent. Amateur work, no attention to detail, carelessness. Don't hire these guys for your project, hire professionals"

Brett W on March 2025


Gorman Carpentry and Home Renovation

2212 Central St
3.99(
75
)
Approved Pro

Gorman Carpentry and Home Renovation

2212 Central St
3.99(
75
)
Approved Pro
Customers say: Quality work
300 local quotes requested
45 years of experience

We build, remodel, modify, paint, repair, kitchens, bathrooms, flooring, decks, cabinets and more. My crew and I will complete just about any home improvement or maintenance project at rates that fit into just about any budget. We have earned over 200 Five Star Reviews.The table at the bottom of this page shows most of our carpentry, painting, electrical, plumbing and maintenance services. We go beyond traditional services in providing 24/7 emergency cleanup and repairs for Chicago's North Side and Shore. No job is too small or too large for us.

"Lucky and Christian (and the rest of their crew) were great to work with for my bathroom remodel. This was the first full remodel of the bathroom in my 100+ year old house. We encountered some surprises along the way which made a simple remodel more complicated. At each new surprise, Christian suggested a solution which would ensure that I would be happy with this remodel for years and years. Whether doing the demo, re-framing, plumbing, tile work, or final paint and trim, their work was impeccable....and they were very careful to keep my home clean."

Kyle F on March 2025

We build, remodel, modify, paint, repair, kitchens, bathrooms, flooring, decks, cabinets and more. My crew and I will complete just about any home improvement or maintenance project at rates that fit into just about any budget. We have earned over 200 Five Star Reviews.The table at the bottom of this page shows most of our carpentry, painting, electrical, plumbing and maintenance services. We go beyond traditional services in providing 24/7 emergency cleanup and repairs for Chicago's North Side and Shore. No job is too small or too large for us.

"Lucky and Christian (and the rest of their crew) were great to work with for my bathroom remodel. This was the first full remodel of the bathroom in my 100+ year old house. We encountered some surprises along the way which made a simple remodel more complicated. At each new surprise, Christian suggested a solution which would ensure that I would be happy with this remodel for years and years. Whether doing the demo, re-framing, plumbing, tile work, or final paint and trim, their work was impeccable....and they were very careful to keep my home clean."

Kyle F on March 2025


Avatar for URB REMODELING & RENOVATION CO.

URB REMODELING & RENOVATION CO.

4751 W Touhy Ave
4.92(
12
)
Approved Pro

URB REMODELING & RENOVATION CO.

4751 W Touhy Ave
4.92(
12
)
Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
600 local quotes requested

Chicago's Kitchen Remodeling and Bathroom Renovation company - URB Remodeling & Renovation Co. Our specialty is high rise condo remodeling, kitchen and bathroom renovations as well as basement finishing. We excel at finding solutions for challenging remodeling projects and turning ordinary or outdated kitchens and bathrooms into unique living spaces. URB Remodeling & Renovation Co team consists of experienced project managers, skilled craftsman, exceptional tile installers, professional painters, professional plumbers, licensed electricians, seasoned structural engineers, expert architects and refined interior designers. URB Remodeling and Renovation Co. serves Chicago, Skokie, Evanston, Wilmette, Kenilworth, Glencoe, Winnetka, Highland Park, Lake Forest, Deerfield, Riverwoods, Bannockburn, Northbrook, Northfield, Glenview, Niles, Park Ridge, Lincolnwood, Lincolnshire, Lake Bluff, Des Plaines, Round Lake, and other Chicagoland locations.

"We hired URB to repair and restore our basement after a small flood. The new tile floor is perfection! All of the work is top-notch. The price was reasonable, and the workmen were punctual, polite, respectful, and so tidy. I would use URB in the future for any other remodeling needs that might arise."

Christine S on February 2021

Chicago's Kitchen Remodeling and Bathroom Renovation company - URB Remodeling & Renovation Co. Our specialty is high rise condo remodeling, kitchen and bathroom renovations as well as basement finishing. We excel at finding solutions for challenging remodeling projects and turning ordinary or outdated kitchens and bathrooms into unique living spaces. URB Remodeling & Renovation Co team consists of experienced project managers, skilled craftsman, exceptional tile installers, professional painters, professional plumbers, licensed electricians, seasoned structural engineers, expert architects and refined interior designers. URB Remodeling and Renovation Co. serves Chicago, Skokie, Evanston, Wilmette, Kenilworth, Glencoe, Winnetka, Highland Park, Lake Forest, Deerfield, Riverwoods, Bannockburn, Northbrook, Northfield, Glenview, Niles, Park Ridge, Lincolnwood, Lincolnshire, Lake Bluff, Des Plaines, Round Lake, and other Chicagoland locations.

"We hired URB to repair and restore our basement after a small flood. The new tile floor is perfection! All of the work is top-notch. The price was reasonable, and the workmen were punctual, polite, respectful, and so tidy. I would use URB in the future for any other remodeling needs that might arise."

Christine S on February 2021

...
Showing 1-10 of 942
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.

  • Open door to storm cellar

    HomeAdvisor’s Bomb Shelter and Bunker Cost Guide covers all the costs of a prefabricated doomsday bunker. Find costs and find professional bunker builders near you.

  • light blue shed in a backyard

    Building a shed or playhouse comes with costs for materials, labor, and design choices. Compare DIY vs. professional installation to find the best option for your budget.

  • wooden gazebo recently built in backyard garden

    Learn how to budget for a new gazebo by exploring how factors such as shape, size, materials, permits, and labor affect the total cost.