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TRUSTED BY WINNETKA, IL HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon1.1k+
    Verified roofing services reviews

Verified Reviews for Roofing pros in Winnetka, IL

*The Angi rating for Roofing companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Winnetka, IL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on May 20, 2026

Find Roofers in Winnetka

Avatar for Guardian Roofing Systems, LLC
Guardian Roofing Systems, LLC
4.9(
68
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For Business

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Emergency services offered

"Angelo was helpful, thoughtful, and professional during the entire process. He explained everything thoroughly to make sure we knew what we were getting and communicated every step along the way. We wouldn't hesitate to call Guardian Roofing for any future roofing needs."
roof coating
new roof installation
decking
insulation
base sheet

+13

Response time2 days
Response rate90%
142 neighbors recently requested a quote
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Avatar for Bob the Builder Inc
Bob the Builder Inc
4.7(
167
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+8 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 1973

Free estimates

Customers say: Quick response

"The roof and gutters were installed and completed by professionals who value and take pride in what they do. Job well done! Thanks Bob the builder for quality work."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+20

Response time2 days
Response rate95%
8 neighbors recently requested a quote
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Avatar for Enrique's Roofing Corporation
Enrique's Roofing Corporation
4.8(
36
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+6 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"I?m extremely happy with the new roof installed by Enrique?s Roofing. It looks fantastic. After reaching out to several companies for estimates, Enrique?s stood out, not just for their competitive pricing, but for the confidence and trust they inspired from the very beginning. Sergio, the rep and foreman was great and the crew is extremely hard working, respectful, and clearly took pride in their work. They didn?t rush to just ?get the job done?, they worked efficiently, paid attention to detail, and had a great attitude. I appreciated the positive reviews as they were spot on. I highly recommend Enrique?s Roofing to anyone looking for quality work and a trustworthy team."
Roofing
Roofing
Roofing
Roofing
Roofing

+5

Response time3 hrs
Response rate97%
4 neighbors recently requested a quote
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Avatar for High Tops Roofing & Construction, LLC
High Tops Roofing & Construction, LLC
4.3(
157
)
Asphalt Shingle Roofing - RepairMetal Roofing - RepairWood Shake or Composite Roofing - Repair+9 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 1996

Free estimates

Emergency services offered

"Dan called yesterday shortly after my initial inquiry. He arrived a little ahead of schedule which was great. He inspected the roof, provided a very reasonable repair estimate, and then completed the work. I would/will recommend High Top Roofing and will use the company to replace the roof completely next spring."
IKO Crown Slate
Hippler Barrington Project
Hippler Barrington Project close
IKO Crown Slate
GAF Timberline Mold Remidiatiomn

+2

Response time5 hrs
Response rate92%
3 neighbors recently requested a quote
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Avatar for APR Contracting, LLC
APR Contracting, LLC
4.7(
132
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairFlat, Foam, or Single Ply Roofing - Install or Replace+6 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Everyone at APR was excellent to work with. David and Chris were quick to respond and got us a fair quote with options right away. The work crew was thorough, answered questions and addressed all our concerns before quickly finishing the work. I would happily recommend them for any roofing needs."
Tear-Off and Replace Flat Roof
Re roof shingles
New roof
New shingles. After.
Removed old roof. Inspected roof deck.

+25

Response time2 days
Response rate91%
31 neighbors recently requested a quote
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Avatar for M&M Home Remodeling Services - Arlington Heights
M&M Home Remodeling Services - Arlington Heights
4.9(
26
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+3 more

Serving Winnetka, IL and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

"Excellent. They did exactly what they said they would do. The entire job was completed in one day start to finish. The only evidence that they were there was a new roof."
AFTER Roof Replacement
AFTER Roof Replacement
AFTER Siding Replacement
AFTER Window Replacement
AFTER Entry Door Replacement

+22

Response time1 day
Response rate99%
83 neighbors recently requested a quote
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Avatar for Rogers Roofing
Rogers Roofing
4.6(
131
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing

Serving Winnetka, IL and surrounding areas

Approved

In business since 1968

Free estimates

Warranties offered

"New roof and gutters...so far, so good...."
Roofing Project
Roofing Project
Roofing Project
Roofing Project
Roofing Project

+7

304 neighbors recently requested a quote
Recommended by84%of homeowners
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Avatar for Enrique Roofing, Corp.
Enrique Roofing, Corp.
4.6(
67
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair+3 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Enrique Roofing did a good job replacing my roof. Sergio explained everything what I have to know on how to get the job well done , so the roof will last longer. His prompt coming on time & his people were courteous. Recommended for a job well done !"
Flat roof
Flat roof
Flat roof
New roofing
New roofing

+51

Response time6 hrs
Response rate85%
2 neighbors recently requested a quote
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Avatar for A&D Home Improvement, LLC
A&D Home Improvement, LLC
4.6(
288
)
Asphalt Shingle Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+2 more

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"Outstanding work for a very reasonable price. I love my new roof."
Torch Down Modified Bitumen Roof
AFTER!
Torch Down Modified Bitumen Roof
BEFORE
Torch Down Modified Bitumen Roof

+40

Response time12 hrs
293 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for Williams Roofing & Insulation, Inc.
Williams Roofing & Insulation, Inc.
4.4(
650
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Warranties offered

"A new roof that was professionally installed and it looks Great. Whenever, you need a new roof or an inspection, do not hesitate to call; Williams Roofing and insulation. The Price is Right."
Hail
William Roofing & Insulation, Inc
Williams Roofing & Insulation, Inc
Insurance options hail damage
Hail damage on a vent

+7

Response time9 hrs
Response rate94%
37 neighbors recently requested a quote
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Showing 1-10 of 532
Roofing questions, answered by experts

A roof replacement can take anywhere from one to 14 days. For most homes, a full replacement that includes tearing off old materials takes about one to two days, though the average project can last up to 12 days. The exact timeline depends on several factors, including the roof's size and complexity, the type of roofing material, the crew size, and weather conditions. Certain materials take longer to install; for example, metal roofs can take seven to 14 days because the material is more difficult to work with than asphalt shingles, wood, or tile. A re-roofing project, where new shingles are installed over old ones, can take half the time or less. It's also important to factor in the time needed to obtain necessary permits. A professional roofing contractor will typically complete the job faster than a DIY approach.

No, cool roofs are not suitable for all climates. Cool roofs are very good at reflecting solar heat, so they’re suitable for homes in warm or hot climates. However, they’re not good at retaining heat, so they’re not suitable for homes in cold climates.

Good news—asphalt shingles, including architectural shingles, are easily recycled. Talk to your roofing contractor to find out if recycling options are available in your area.

If recycling isn't available, your roofing contractor may recommend renting a dumpster, if your project is on the large side, or collecting the shingles in contractor bags to throw them away. Another option may be to donate new or gently used shingles to a local nonprofit.

The size of the dumpster will determine how many squares of shingles can fit in a dumpster. You can place between 4 to 20 squares of shingles in most standard containers.

You only need to replace a roof before moving if it’s extremely old or has more than just a couple minor damages. For instance, leaks, uplifted shingles, or obvious holes are issues no one wants to deal with right when they move in, and will automatically repel potential buyers that might have otherwise been interested.

The Winnetka, IL homeowners’ guide to roofing services

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

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