Premier Exterior Remodeling in Chicago
We help homeowners like you transform their homes exterior in to a work of art.
Exceptional Exterior Remodeling in Chicago
Elevate your home’s curb appeal and functionality with our expert exterior remodeling services in Chicago. At Pegasus Construction, we specialize in transforming exteriors with high-quality craftsmanship and lasting materials. Whether you’re upgrading your roofing, installing new windows, or enhancing your outdoor living spaces with porches, decks, or concrete work, we ensure every detail aligns with your vision and withstands Chicago’s diverse weather conditions. From consultation to completion, our team is dedicated to delivering superior results that enhance both aesthetics and property value.
Does Your Home Have Any of These Challenges?
- Your roof is is past its life expectancy and needs replacement.
- Your homes curb appeal is holding your value down.
- Your current windows are old and drafty.
- The look of your old windows are keeping your home forom the curb appeal you are looking for.
- Your siding is deteriorating and needs to be replaced.
- You would like to customize your homes look with new siding.
- Your siding has storm damage.
- You would like a variety of styles to match any architectural design.
Update The Exterior of Your Home
Elevate your home’s curb appeal and functionality with our expert exterior remodeling in Chicago services. At Pegasus Construction, we specialize in transforming exteriors with high-quality craftsmanship and lasting materials. Whether you’re upgrading your roofing, installing new windows, enhancing your outdoor living spaces with porches, decks, concrete work, or refreshing your siding, we ensure every detail aligns with your vision and withstands Chicago’s diverse weather conditions. From consultation to completion, our team is dedicated to delivering superior results that enhance both aesthetics and property value.
Siding
Boost your home’s curb appeal and structural integrity with premium siding that offers both beauty and protection. Our expert installations ensure lasting durability, energy efficiency, and weather resistance for Chicago’s tough climate
Roofing
Protect your home with durable, weather-resistant roofing solutions that combine quality materials and expert installation for long-lasting performance.
Windows
Enhance energy efficiency and elevate your home’s look with high-performance window installations designed to endure Chicago’s weather extremes.
Porch & Deck
Expand your living space and enjoy the outdoors with custom-built porches and decks that are both stylish and sturdy.
Concrete
Strengthen your property with professional concrete services, including driveways, walkways, and patios designed for durability and elegance.
New Construction
Custom new home construction in Chicago—built with quality, style, and attention to detail.
Home Additions
Seamlessly expand your living space with custom-designed home additions built to match your lifestyle.
Whole House Remodeling
Transform your entire home with a complete remodel that enhances style, functionality, and value.
Kitchen Remodeling
Revitalize your space with a kitchen remodel that blends modern design, functionality, and style.
Bathroom Remodeling
Transform your bathroom into a luxurious, spa-like retreat with modern design and high-quality finishes.
Basement Remodeling
Maximize your home’s potential with a beautifully designed, functional basement renovation.
Exterior Remodeling
Enhance your home’s curb appeal and durability with high-quality exterior remodeling and upgrades.
Construction Consulting
Optimize your project with expert construction consulting—streamlining planning, design, and execution.
How To Get Started
Our Simple Three-Step Plan
1. Schedule An Initial Call
Schedule a meeting with our team to discuss your roof. We’ll review your goals and help you explore the best options for your project.
2. Set Up an In-Home Consultation
A remodeling professional will visit your home to meet with you. During this meeting, We will walk your home and discuss your roof replacement options.
3. Start Designing Your Dream Home
Once your design team understands your vision and expectations, you and your team will begin designing your home remodel together.
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.
Frequently Asked Questions
Do I need a permit for a new roof, siding, or window replacement in Chicago?
It depends on the work. Roofing: no permit required for re-roofing a steep-slope roof (2:12 pitch or greater) or repairs under 25% of surface area; permit required for flat/low-slope roofs and any structural work. Siding: no city permit required, but HOA approval is often required. Windows: no permit if the opening size and location stay the same. Decks: always require a permit. Front porches under 50 sq ft: no permit; larger structural porch work uses the Express Permit Program. Suburbs are a completely different story — every municipality runs its own permit office. Always verify locally before starting.
What roofing materials actually hold up in Chicago’s climate?
Chicago’s freeze-thaw cycles, ice dams, summer hail, and 90+ mph wind gusts require materials tested for impact resistance. Architectural asphalt shingles rated Class 4 impact-resistant (UL 2218) from GAF, Owens Corning, or CertainTeed are the standard — they may also reduce your homeowner’s insurance premium. Metal roofing (standing seam or corrugated) performs exceptionally in Chicago weather but costs 2–3x asphalt. For flat roofs common in Chicago two-flats and courtyard buildings, TPO or EPDM membranes with adequate insulation are the right choice. Ice and water shield under the first 3–6 feet of shingles is code-required and should be on every contract.
How do I know if a roofing contractor that showed up at my door after a storm is legitimate?
Door-to-door post-storm solicitation is the number one contractor fraud vector in the Chicago area — the Illinois Attorney General warns about this pattern specifically. Red flags: out-of-state plates, no local verifiable address, cash-only demands, pressure to sign immediately, an offer to “handle your insurance” before your adjuster visits, or an offer to “cover your deductible” (that last one is insurance fraud — a felony in Illinois, and your exposure too). Storm damage doesn’t worsen in 48 hours. Take your time, verify their Chicago license at the DOB database, and call your insurer before signing anything. File complaints at illinoisattorneygeneral.gov or (800) 386-5438.
Should I replace my roof, siding, and windows at the same time, or separately?
Bundling exterior work makes structural and practical sense. Siding wraps over the roof drip edge; window flashing ties into the water-resistive barrier under siding. When different contractors do these at different times, the interfaces between systems become disputed territory if a leak develops. Bundling reduces mobilization costs, creates single-contractor accountability for all weather penetrations, and produces one unified warranty. Chicago’s lakefront and north-side neighborhoods face particular wind-driven rain exposure — a roofer who doesn’t coordinate with the siding installation can miss critical flashing details.
How do I protect myself from bait-and-switch on siding or window materials?
Get the specific product name, manufacturer, product line, color, and model number in writing in the contract. “Vinyl siding” spans a $0.80 to $4.50 per square foot range and looks similar in a sales meeting. “Double-pane vinyl windows” covers a 3x price and quality range. Ask for the manufacturer’s data sheet to verify the product specified matches what you’re buying. For windows, ask about U-factor (heat loss) and Solar Heat Gain Coefficient — Chicago’s energy code (IECC 2021) requires windows to meet specific U-factor thresholds, and energy-efficient windows may qualify for the federal 25C tax credit (up to $600/year).
Who is responsible if the roof leaks after installation — the contractor or the manufacturer?
Two separate warranties exist. The manufacturer’s material warranty covers defective shingles — typically 25 years to lifetime on premium products. The contractor’s workmanship warranty covers installation errors — industry standard is 1–5 years, though it varies widely. Material defects are rare; most leaks are installation errors. Manufacturer certified installer programs — GAF Master Elite, Owens Corning Preferred, CertainTeed ShingleMaster — allow contractors to offer enhanced warranties covering both materials and labor, sometimes for 50 years non-prorated. Ask if the contractor is certified and what that certification actually extends on your specific warranty.
Does my HOA have to approve my new roof color or siding?
Almost certainly yes if you’re in a planned community or condo association. HOAs typically control roof material type, color, and installation method; siding material and color (some HOAs ban vinyl entirely); and window frame color and style. The correct sequence is HOA approval first, then permit if required, then construction — always in that order. Skipping HOA approval, even with a valid municipal permit, can result in a forced remediation order at your expense. Chicago’s 50+ historic districts add a third layer: the Chicago Landmarks Commission must approve exterior changes to historically contributing structures in neighborhoods like Wicker Park, Bronzeville, and the Gold Coast.
How much should I expect to pay for roofing, siding, or windows in Chicago, and how do I know if estimates are reasonable?
Current 2025 Chicago-area ranges: roofing (asphalt, average home) $8,000–$18,000 depending on pitch, size, and material tier; vinyl siding (average home) $12,000–$25,000; James Hardie fiber cement siding $18,000–$40,000; window replacement $450–$1,200 per window installed depending on type and brand; composite deck (200 sq ft) $15,000–$28,000; front porch rebuild $8,000–$30,000 depending on scope. Chicago labor rates are among the highest in the Midwest. An estimate 30–40% below others is not a deal — it signals substandard materials, unlicensed labor, no workers’ comp, or a plan to disappear with the deposit. Get three detailed written quotes minimum.
