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TRUSTED BY CHICAGO, IL HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon14
    Verified skylight services reviews

Top-Rated Skylight pros in Chicago - Updated Nov 2026

Avatar for NSS Exteriors
NSS Exteriors
4.2(
61
)
Skylight - Repair, Replace or Seal an Existing SkylightSkylight - Install - For BusinessSkylight - Repair, Replace or Seal an Existing Skylight - For Business

Serving Chicago, IL and surrounding areas

Approved

In business since 1966

Free estimates

Warranties offered

"We are very satisfied with the replacement skylights (8 installed). Additionally, we are very impressed with how flawlessly NSS coordinated with our roofing company to efficiently install 8 skylights as an integral part of a much larger home improvement project. It was stress free for us. We would recommend this company without hesitation."
Residential Skylights
Residential Skylights
Residential Skylights
Residential Skylights
Commercial Skylight

+5

Response time2 days
22 neighbors recently requested a quote
Recommended by97%of homeowners
VELUX America LLC
4.8(
6
)
Skylight - InstallSkylight - Repair, Replace or Seal an Existing Skylight

Serving Chicago, IL and surrounding areas

Approved

In business since 1941

Free estimates

Credit card accepted

"They were able to replace the skylight in less than 2 weeks after the quote. They did a good job and make the finish on the inside look good. A few weeks later, there was a heavy rain and my new skylight is no longer leaking like my old one that was replaced."
Recommended by60%of homeowners
Avatar for Johns Affiliated Roofing & Masonry
Johns Affiliated Roofing & Masonry
4.5(
73
)
Skylight - Repair, Replace or Seal an Existing SkylightSkylight - Repair, Replace or Seal an Existing Skylight - For Business

Serving Chicago, IL and surrounding areas

Approved

In business since 1997

Free estimates

Customers say: Quick response

"I have dealer with various roofers for months. First it was difficult to get anyone to come out at all. Second, a few that did come out did not bother to even give me a quote. Third, the ones that provided a quote either did not address the problem I have or the quote was unrealistically high. Finally many are so busy that the work would have to be schedule weeks into the future. Johns came out gave me a quote on the spot and tells me they can do it in a week. I not only gave them the roofing job, I also hired them to replace my huge skylight which I had plan to give to another company. To make a long story short, they came out with a large crew and completed everything in 3 hours. If I ever need roofing work, John’s affiliates is the only choice for me. Great Job!!"
N. Seminary Ave
N. Seminary Ave
N. Seminary Ave
N. Seminary Ave
N. Seminary Ave

+13

Response time9 hrs
Response rate90%
61 neighbors recently requested a quote
Avatar for Shield Masonry & Roofing, Inc.
Shield Masonry & Roofing, Inc.
4.6(
54
)
Skylight - Repair, Replace or Seal an Existing SkylightSkylight - Repair, Replace or Seal an Existing Skylight - For Business

Serving Chicago, IL and surrounding areas

Approved

In business since 1999

Free estimates

Credit card accepted

Shield Masonary & Tuck Pointing, is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

Photos
2 neighbors recently requested a quote
Recommended by86%of homeowners
Avatar for Apex Window Werks, Inc.
Apex Window Werks, Inc.
4.1(
346
)
Skylight - Repair, Replace or Seal an Existing Skylight

Serving Chicago, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2006

Free estimates

Warranties offered

"Stach and Peter replaced our foggy patio windows. The did a fantastic job !! They were very professional, courteous, and I couldn't be more pleased with the wonderful job they did. And how nice to see through my windows again."
Foggy window repair
Foggy window repair
Wood Sash & Sill Repair
Wood Sash & Sill Repair
Response time1 day
Response rate93%
111 neighbors recently requested a quote
Avatar for Montes Roofing, LLC
Montes Roofing, LLC
4.5(
109
)
Skylight - Install - For BusinessSkylight - Repair, Replace or Seal an Existing Skylight - For Business

Serving Chicago, IL and surrounding areas

Approved

In business since 1970

Free estimates

Emergency services offered

"Excellent communications. Prompt responses, quick and complete estimate. Expeditious and Clean install with strong consideration for no disruption to our business operations during installation. Highly recommend Montes for your roofing project."
Roofing
Roofing
Roofing
Roofing
Roofing

+148

Response time2 days
242 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Apex Renovating Pros, Inc.
Apex Renovating Pros, Inc.
5.0(
8
)
Skylight - InstallSkylight - Install - For BusinessSkylight - Repair, Replace or Seal an Existing Skylight+1 more

Serving Chicago, IL and surrounding areas

Approved

In business since 2021

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers' needs. It is our mission to provide excellent workmanship, and complete customer satisfaction from start to completion of a project. In order to understand the needs, and expectations of our customers, we take great care to work, and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

New roof
old roof
Roof
Roof
Roof

+22

Response time2 days
4 neighbors recently requested a quote
Recommended by71%of homeowners
...
Showing 1-10 of 174
Skylights FAQs, answered by experts

Skylights might sometimes increase your homeowners insurance premium, but the increase is usually minimal. Some home insurance companies won’t adjust your premium with the addition of a skylight, so you can contact your insurer or your professional skylight installer to ask about any expected changes. It’s crucial to have an expert install the skylight, as insurance companies may not insure your roof or cover water damage that results from a non-professional skylight installation.

Whether you need a permit to install a skylight depends on the scope of the project and local regulations. Generally, permits are required if the installation involves altering the structural components of your home, such as moving roof rafters. In some municipalities, a permit might also be necessary if the skylight protrudes above the highest point of your existing roof. However, if no structural changes are made, a permit may not be needed. The cost for a skylight installation permit is typically under $100. A convenient time to add a skylight is during a roof replacement, as your contractor can incorporate the new opening into the design.

While it is possible to install a skylight as a DIY project, it is not recommended. Skylights are the most likely type of window to leak due to their position on the roof. Even minor mistakes during installation can lead to significant water damage and high repair costs. Additionally, working on a roof is dangerous, especially when maneuvering heavy, bulky windows. Due to the required roof modifications and the need for proper sealing and structural safety, hiring a professional skylight installer is strongly advised to avoid costly long-term issues.

The type of lighting you choose can have a big part in the aesthetic and function of your space. Ambient lighting refers to indirect or diffused lighting that evenly reaches most areas of the space. Task lighting illuminates specific areas, such as a workspace. Accent lighting draws attention to details in your home, and decorative lighting draws attention to itself.

Water will leak through a skylight if there are issues in the sealing of the skylight. Find and fix those issues yourself if possible, but it’s a good idea to contact a professional, as there could be much more water damage than you initially saw. Plus, it’s dangerous to work on a roof without the proper safety equipment and know-how.

The Chicago, IL homeowners’ guide to skylight services

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