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Widen Chicago Chimney & Vent Co.

Chicago Roof Replacement & New Roof Installation

Complete roof replacement from $9,000, typically $11,000–$15,000 for an average Chicago home. Full tear-off, decking inspection, ice-and-water shield at eaves and valleys, and architectural shingles rated to 130 mph. Manufacturer and workmanship warranties in writing.

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Starting price: From $9,000
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What a Complete Roof Replacement Includes

The word "replacement" covers a wide range of actual scopes, and the gap between them is where most price differences between contractors actually live. A complete Widen replacement includes every item below. Anything missing from a competing quote is not a cheaper roof — it is a smaller job priced to look cheaper.

Full tear-off and disposal of all existing roofing layers
Inspection of the exposed decking, with rotted sheathing cut out and replaced
Synthetic underlayment across the entire deck
Ice-and-water shield membrane at all eaves and valleys
New drip edge at eaves and rakes
New pipe boots, vents, and step and counter flashing — not reused
Ridge vent, with intake ventilation verified rather than assumed
Architectural shingles rated to 130 mph wind
Full site cleanup including magnetic nail sweep of the lawn and drive
Permit pulled and village inspection scheduled by us

New Roof Cost in Chicago

Roof replacement in the Chicago area runs $9,000 to $22,000, or about $4.50 to $8.00 per square foot installed. A 1,800 square foot roof with architectural shingles and a single-layer tear-off commonly lands between $11,000 and $15,000.

Four things move that number: pitch (steeper roofs require staging and fall protection and cost materially more to walk), layer count (a second layer roughly doubles tear-off labor and disposal), decking condition (unknown until tear-off, which is why it should be quoted as a per-sheet contingency rather than discovered as a surprise), and complexity (each dormer, valley, and penetration adds flashing labor and material waste).

Completed Chicago-Area Replacements

Photographed on completion — real Widen installations, not stock photography. You receive the full documentation set for your own records and warranty file.

Newly installed charcoal architectural asphalt shingle roof on a Chicago-area home, showing the hip ridge line and two black roof vents
Completed architectural asphalt shingle installation — hip ridge line with ridge-mounted exhaust vents.
Aerial view of a completed multi-section residential roof replacement in the Chicago area, showing several shingled roof planes, a low-slope section, and plumbing vent boots
Aerial view of a multi-section replacement — several roof planes, a low-slope tie-in, and new pipe boots.

Should You Roof Over Your Existing Shingles?

Illinois code generally permits a maximum of two roofing layers, so a single existing layer can sometimes legally be roofed over. We rarely recommend it, and it is worth understanding why the savings are illusory.

A layover hides the decking, so any rot underneath stays and keeps spreading. It traps heat against the new shingles, measurably shortening their life. It adds dead load to the framing. And it guarantees a costlier double tear-off at the next replacement. The upfront saving is typically a few hundred dollars, set against several years of lost roof life and a larger bill later.

Timeline and What to Expect

A typical Chicago-area single-family replacement takes one to three days. Tear-off and dry-in happen the same day, so your home is never left open overnight — that is a firm rule, not a goal. Larger, steeper, or more complex roofs, and premium materials like slate or tile, take a week or more.

We do not begin a tear-off ahead of forecast rain. If the weather turns mid-job, the roof gets dried in before the crew leaves. For scheduling, April through October gives the best result: asphalt shingle sealant strips need surface temperatures around 40°F or above to bond properly. Winter installs are possible with hand-sealing, which is slower and costs more.

Your Two Warranties

Every replacement carries two distinct warranties, and homeowners are frequently sold on one while the other goes unmentioned. The manufacturer warranty covers the shingles themselves — typically 25 to 50 years depending on product line and whether the full system is installed. The workmanship warranty covers our installation.

Ask any contractor for both in writing before signing. The overwhelming majority of roof failures in the first decade are installation failures, not product failures, so a headline 50-year shingle warranty paired with a vague or absent workmanship warranty leaves you covered for the least likely problem.

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Frequently Asked Questions

How much does roof replacement cost in Chicago?
Roof replacement in the Chicago area runs $9,000 to $22,000 for a typical single-family home, or about $4.50 to $8.00 per square foot installed. A 1,800 square foot roof with architectural shingles and a single-layer tear-off commonly lands between $11,000 and $15,000. Price drivers are pitch, number of existing layers to remove, decking condition, and roof complexity such as dormers and valleys.
What is included in a full roof replacement?
A complete replacement includes tear-off and disposal of the existing roofing, inspection and replacement of any rotted decking, new synthetic underlayment, ice-and-water shield at eaves and valleys, new drip edge, new pipe boots and flashing, ridge vent, architectural shingles, and full site cleanup with magnetic nail sweep. Anything less than this list is a partial job priced to look cheaper.
Can I put a new roof over my old shingles?
Illinois code generally permits a maximum of two roofing layers, so a single existing layer can sometimes be roofed over. We rarely recommend it. Layering hides decking rot, traps heat that shortens the new shingles' life, adds dead load, and forces a costlier double tear-off later. The savings are usually a few hundred dollars against years of lost roof life.
How long does a roof replacement take?
One to three days for a typical Chicago-area single-family home. Tear-off and dry-in occur the same day, so the home is never left open overnight. Larger, steeper, or more complex roofs and premium materials such as slate or tile take a week or more.
What warranty comes with a new roof?
You get two separate warranties. The manufacturer warranty covers the shingles themselves, typically 25 to 50 years depending on product line and whether the full system is installed. The workmanship warranty covers our installation. Always ask any contractor to state both in writing — a long shingle warranty means little if the installation is not also covered.
What is the best time of year to replace a roof in Chicago?
Late spring through early fall, roughly April through October, gives the best installation conditions because shingle sealant strips bond properly at warmer temperatures. Demand and lead times spike after major summer hail events. Scheduling in spring or early fall usually means shorter waits and better crew availability than the post-storm rush.

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