Roof Repair in Chicago
Leaking roof, missing shingles, or storm damage? Pegasus Construction repairs roofs on Chicago homes — shingles, flashing, valleys, and more — with honest assessments, quality materials, and crews who show up and finish the job.
Roof Repair Built for Chicago Homes
Stop Leaks Before They Become Disasters
Chicago roofs take a beating — freeze-thaw cycles, heavy snow loads, hail, and high winds all accelerate wear. A small leak ignored through winter can mean rotted decking, damaged insulation, and mold by spring. Pegasus Construction repairs the problem at the source so you don’t end up with a full replacement when a repair would have done the job.
Signs Your Roof Needs Repair
- Drafts and cold spots around the frame
- Foggy or condensation between the panes
- High heating and cooling bills
- Drafts and cold spots around the frame
- Foggy or condensation between the panes
- High heating and cooling bills
Expert Roof Repair, Root Cause Fixed
Your Roof Repair, Handled End to End
We inspect, diagnose, and repair your roof from top to bottom — shingles, flashing, valleys, gutters, and ventilation — so the repair holds instead of becoming a recurring problem. No subcontractors, no surprises.
Roof Repair Services for Every Chicago Home
The most common roof repairs we handle on Chicago homes. Built to last through freeze-thaw cycles, hail, and heavy snow.
Shingle Repair & Replacement
Curling, cracking, missing, or granule-losing shingles repaired or replaced with matching architectural shingles. We nail off correctly, re-flash as needed, and leave no exposed decking.
Flashing & Valley Repair
Failed step, counter, or valley flashing is the most common cause of roof leaks. We remove the old flashing, re-bed it properly, and seal every seam so water can’t get in.
Storm & Hail Damage
Hail impacts, wind-lifted shingles, and storm debris can compromise your roof overnight. We assess the full damage area, document it for insurance if needed, and repair everything at once.
Roofs Built for Chicago’s Homes
We Know Chicago’s Older Rooflines
Chicago bungalows, greystones, and two-flats often have low-slope sections, multiple valleys, and original flashing from decades ago. We repair them properly — no patches over patches, no shortcuts.
Built for Chicago Weather
We use materials rated for Zone 5 climate — impact-resistant shingles, proper ice-and-water shield at eaves, and flashing that holds through decades of freeze-thaw cycles.
Permits & Chicago Building Code
Most roof repairs don’t require permits, but we advise you upfront on any code requirements. If permits are needed, we handle them with the Chicago Department of Buildings.
Neighborhoods We Serve
From Lincoln Park and Lakeview on the North Side to Beverly and Bridgeport on the South Side — we repair roofs across Chicago and the surrounding suburbs.e South Side—Pegasus replaces windows across all 77 Chicago neighborhoods and the surrounding suburbs.
Years Serving Chicago
Projects Completed
15 Google Reviews
Licensed, Bonded & Insured
Our Simple Three-Step Plan
Schedule a Free Inspection
Call or fill out our form. We’ll set up a free, no-pressure roof inspection at a time that works for you.
On-Site Assessment & Proposal
We inspect every problem area on-site and walk you through exactly what needs repair, why it failed, and what it will cost — no surprises, no upselling.
Professional Repair
Our crew repairs the problem at the source — shingles, flashing, decking, whatever it takes — and cleans up completely when the job is done.
More Ways Pegasus Can Help
Window Installation
New window installs for additions, new construction, or when you need a different opening size.
Roof Replacement
Full roof replacement when repair isn’t enough. New decking, underlayment, and shingles.
Siding Installation
Protect your home with fiber cement, vinyl, or engineered wood siding built for Chicago weather.
Affordable Roof Repair, 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.
Roof Repair FAQs
When should I repair vs. replace my roof?
If your roof is under 15–20 years old and the damage is localized — a few shingles, a flashing failure, a single leak area — repair almost always makes sense. If you have widespread granule loss, multiple leak points, or a roof over 20 years old, we’ll tell you honestly whether replacement is the smarter investment.
How long does a roof repair last?
A quality repair done right — properly seated shingles, correctly lapped flashing, proper sealant — can last the remaining life of your roof. Patches that just cover symptoms without fixing the underlying failure won’t. We fix the root cause.
Does Pegasus Construction work with insurance for storm damage?
Yes. We document the damage thoroughly and can provide photos and written assessments for your insurance claim. We work directly with your adjuster when needed.
Do I need a permit for a roof repair in Chicago?
Most like-for-like roof repairs are permit-exempt. If your repair involves structural decking changes or you’re in a municipality with stricter rules, we’ll advise you upfront and pull any required permits.
How long does a roof repair take?
Most residential roof repairs are completed in a single day. Larger jobs involving decking replacement or extensive flashing work may take two days. We give you a clear timeline before we start.
What causes flashing to fail?
Flashing fails from improper original installation, caulk shrinkage, ice dam damage, or simple age. Once the seal breaks, water works its way under shingles and into your attic. We remove and re-bed failed flashing properly — no caulk-only patches.
What does roof repair cost?
Minor repairs (a few shingles, small flashing section) typically run $300–$700. More extensive repairs run higher. We provide a clear, itemized estimate with no surprises.
How do I get started with a roof repair?
Call 773-377-4898 or request a free estimate online and we’ll schedule your free roof inspection.
Ready to Stop That Leak Before It Gets Worse?
Get a free roof inspection from Pegasus Construction and find out exactly what your roof needs — honest recommendations, no upselling.
