Premier Roofing in Chicago
Protect your home with durable roofing built for Chicago winters, ice dams, and storm season.
Roofing Built for Chicago Homes
Your Home's First Line of Defense
Your roof takes the full force of Chicago’s weather — heavy snow loads, ice dams, hail, and hard winds off the lake. When it fails, everything beneath it is at risk. At Pegasus Construction, we install and restore roofs that stand up to it all, from asphalt shingles on bungalows to flat and low-slope roofs on classic two-flats and greystones. We pair quality materials with meticulous installation and proper ventilation for a roof that lasts.
Does Your Roof Show Any of These Warning Signs?
- Your roof is past its lifespan and overdue for replacement
- Leaks, water stains, or daylight showing in the attic
- Missing, curling, or damaged shingles after a storm
- Recurring ice dams along the eaves each winter
- A flat or low-slope roof that ponds or leaks
- Hail or wind damage you may need to file on insurance
Roofing That Protects What Matters Most
Your Roof Project, Handled End to End
We manage your roof project from inspection to cleanup — assessing the deck, correcting ventilation, installing ice-and-water shield where Chicago winters demand it, and finishing with quality shingles or membrane. The result is a watertight, energy-smart roof built to last.
As a full design-build contractor, we handle storm-damage restoration and can coordinate with your insurance documentation, and we pair roofing with gutters, soffit, and fascia for a complete, weather-tight exterior.
Roofing Systems Built for the Midwest
We install and help you choose the roofing systems that perform best on Chicago homes.
Asphalt Shingle
The most popular choice for Chicago homes — durable, cost-effective, and available in architectural styles that boost curb appeal and resist wind.
Metal Roofing
Long-lasting, low-maintenance, and excellent at shedding snow and ice — a premium option that performs beautifully in Chicago winters.
Flat & Low-Slope
Modern membrane systems for the flat and low-slope roofs found on Chicago’s two-flats and greystones, sealed against ponding and leaks.
Roofing Built for Chicago's Homes & Neighborhoods
We Know Chicago's Rooflines
Chicago’s housing stock is distinct — pitched asphalt roofs on bungalows across Portage Park and Jefferson Park, and the flat and low-slope roofs that top two-flats and greystones in Logan Square, Humboldt Park, and Ukrainian Village. Each calls for a different system, and we install the right one for your home.
Built for Ice Dams & Storm Season
Chicago’s freeze-thaw cycles create ice dams that force water under shingles, while summer brings hail and straight-line winds. We install ice-and-water shield, correct attic ventilation, and storm-resistant materials — and we handle hail and wind restoration, including documentation for insurance claims.
Permits & Chicago Building Code
We pull the required roofing permits with the Chicago Department of Buildings and ensure tear-offs, installation, and inspections meet local code — including any landmark or historic-district requirements.
Neighborhoods We Serve
From Lincoln Park, Lakeview, and Roscoe Village to Bucktown, Wicker Park, and Avondale — plus suburbs like Oak Park, Evanston, Skokie, Park Ridge, and Niles — Pegasus Construction is the roofer Chicago homeowners trust.
Years Serving Chicago
Projects Completed
15 Google Reviews
Licensed, Bonded & Insured
Our Simple Three-Step Plan
Schedule an Initial Call
Tell us what’s happening with your roof. We’ll review your options and what fits your budget and timeline.
In-Home Roof Inspection
A roofing professional inspects your roof and attic, documents any damage, and reviews materials and scope with you.
Install & Protect
We finalize the plan, handle permits and any insurance documentation, and install your new roof with a thorough cleanup.
Explore Our Other Exterior Services
Affordable Roofing, Flexible Payments
Low rates and friendly loan consultants make your project easier on the budget. We offer financing to help you get started sooner.
Servicing Chicago and the Surrounding Suburbs
Chicago Neighborhoods
Surrounding Suburbs
Our team of experienced builders has a solid track record when it comes to creating exceptional spaces. We ensure that the construction process is stress free, with transparent communication on both deadlines and cost estimates – guaranteeing you’ll no un welcome surprise.
Roofing FAQs
How do I know if I need a new roof?
Common signs include shingles that are curling, cracked, or missing; granules in the gutters; leaks or attic water stains; and a roof past 20–25 years. We’ll inspect and give you an honest assessment.
What roofing materials do you install?
We work with architectural asphalt shingles, metal roofing, and flat/low-slope membrane systems — matching the right system to your home’s roofline and your budget.
Can you help with ice dams?
Yes. We address the root causes with proper attic ventilation, insulation, and ice-and-water shield along the eaves — the combination that prevents Chicago ice dams from forcing water under your roof.
Do you handle storm and hail damage and insurance claims?
We do. We inspect and document hail and wind damage and can work alongside your insurance process to restore your roof.
Do you install flat roofs on two-flats and greystones?
Yes — flat and low-slope membrane roofing is one of our specialties, sealed against the ponding and leaks common on older Chicago buildings.
Do you pull permits?
Yes — we manage all roofing permits and inspections with the Chicago Department of Buildings.
How long does a roof replacement take?
Most single-family roofs are completed in a few days, weather permitting. We’ll give you a clear schedule before we start.
How do I get started?
Call 773-377-4898 or request a free estimate online and we’ll schedule your roof inspection.
Ready to Protect Your Home From the Top Down?
Get a free, no-pressure roofing estimate from Chicago’s trusted design-build team.
