ROOFING • SIDING • GUTTERS
WINDOWS & DOORS
EXTERIOR SERVICES FOR CHICAGOLAND HOMES
Upside Exteriors was opened to give Chicagoland homeowners a better experience: an experienced, licensed contractor involved from the first inspection through final cleanup—not a salesperson who disappears after the contract is signed. Our estimates are free and no-pressure, and we provide clear options that fit the home, the scope, and the customer’s priorities.
If you need roofing, siding, windows, doors, gutters, soffit, fascia, or exterior repairs, you have come to the right place. Upside Exteriors is a local source for professional exterior remodeling, from focused repairs to complete transformations. We take on repairs of every size, and we bring the same experienced craftsmanship and straightforward communication to each project.
ROOFING
Shingle replacement, repairs, cedar shake, custom copper, modified bitumen, TPO, EPDM, storm restoration, and residential new construction.
GUTTERS
Five-inch and six-inch seamless gutters, oversized 3×4 downspouts, gutter guards, repairs, and drainage improvements planned around the home.
SIDING
Vinyl clapboard, Dutch lap, insulated siding, board and batten, shakes, James Hardie, LP SmartSide, weather barriers, trim, capping, and storm restoration.
SOFFIT & FASCIA
Ventilated and solid soffit, custom-bent aluminum fascia, hidden-vent options, freeze-board work, wood repairs, and coordinated gutter details.
WINDOWS & DOORS
Vinyl, wood, and clad windows; Therma-Tru and steel entry doors; patio doors; exterior doors; skylights; weather sealing; flashing; and exterior capping.
STORM DAMAGE & RESTORATION
Repairs of every size, insurance restoration, and coordinated exterior work for homeowners, builders, and restoration partners.
WHY HOMEOWNERS AND RESTORATION PARTNERS CHOOSE UPSIDE EXTERIORS
OWNER-LED FROM ESTIMATE THROUGH CLEANUP
You work directly with an experienced contractor—not a revolving door of salespeople. We explain the condition of the property, recommend practical options, and stay involved throughout the project.
BUILT THROUGH REPUTATION & REFERRALS
We do not build the company by knocking on doors or pressuring homeowners. Much of our work comes from repeat customers, referrals, builders, and restoration partners who know the quality of our crews and trust us to stand behind the finished work.
THE SAME PEOPLE, YEAR AFTER YEAR
Many of the contractors and crew members we rely on have worked with us for decades. Those long relationships bring consistency, accountability, and people we trust around our customers’ homes.
MY PROMISE
We use proven materials, provide realistic schedules, protect the property, communicate honestly, and include a 5-year workmanship warranty. Roofing debris is removed with our own dump truck instead of leaving a dumpster in the driveway, and we finish with a thorough cleanup.
WHAT CUSTOMERS SAY
“You have provided us with excellent service and great quality. You will always be at the top of my list for referrals.” — Brandon Epting
Read more experiences from homeowners on our Testimonials page, Google, Facebook, and the Better Business Bureau.
Built Right. From the First Inspection to Final Cleanup.
Owner-led exterior remodeling for Chicagoland homes and restoration partners—backed by experienced crews, honest recommendations, and a 5-year workmanship warranty.
