CHICAGOLAND ROOFING BUILT TO LAST
Whether your roof needs a targeted repair or a complete replacement, Upside Exteriors gives you a clear assessment and a practical plan—without high-pressure sales tactics. We evaluate the roof as a complete system so the recommendation addresses the actual cause of the problem, not only the most visible symptom.
RESIDENTIAL SHINGLE ROOFING
Asphalt-shingle roof replacement is the heart of our roofing work, including architectural shingles from established manufacturers such as Owens Corning, GAF, and IKO. We install complete systems with careful attention to ventilation, flashing, synthetic underlayment, ice-and-water protection, starter shingles, ridge caps, penetrations, manufacturer requirements, property protection, and final cleanup. The roof is planned around the home, its pitch, drainage, penetrations, and existing construction.
THE ROOFING SYSTEM BENEATH THE SHINGLES
A dependable roof is more than the visible shingle. Proper deck preparation, eave and valley protection, correctly placed underlayment, drip edge where appropriate, flashings, pipe boots, intake and exhaust ventilation, and manufacturer-approved accessories all work together. We inspect these details before recommending a scope so the finished roof performs as one complete system.
ROOF REPAIRS & STORM DAMAGE
We handle leaks, missing shingles, flashing failures, ventilation problems, wind and hail damage, and repairs of every size. We do not believe every roofing problem requires a full replacement. When insurance work is involved, we can coordinate with homeowners, residential builders, and experienced restoration partners throughout Chicagoland.
ICE DAMMING: FIND THE CAUSE, NOT JUST THE STAIN
Ice dams form when heat escaping into the attic warms the upper roof while the colder eaves remain frozen. Meltwater runs down, refreezes near the edge, and can back up beneath the shingles. The lasting solution may involve ventilation, air sealing, insulation, ice-and-water protection, or targeted roof repairs—not simply removing the visible ice.
CEDAR SHAKE & CUSTOM COPPER
For homes that demand specialty craftsmanship, we provide cedar shake roofing and custom copper details, including valleys, flashings, roof accents, and architectural metalwork. These materials require careful layout, fastening, weatherproofing, and finish work that complements the character of the home.
LOW-SLOPE & FLAT ROOFING
We install and repair modified-bitumen, TPO, and EPDM systems for residential low-slope roof areas, additions, porches, and transitions where conventional shingles are not appropriate. The assembly is selected around drainage, insulation, penetrations, existing construction, and long-term performance.
NEW CONSTRUCTION & EXTERIOR REMODELING
We work with homeowners, builders, and restoration companies on new construction, additions, insurance restoration, and coordinated exterior remodeling. Roofing can be scheduled alongside siding, gutters, soffit, fascia, windows, and exterior doors so transitions and water-management details are handled in the correct order.
PROPERTY PROTECTION & CLEANUP
Before work begins, we plan access, material placement, landscaping protection, and debris control. Roofing debris is removed with our own dump truck instead of leaving a dumpster on the property, helping us keep the jobsite organized and complete cleanup promptly.
WHAT YOU CAN EXPECT
• Honest inspections and straightforward recommendations
• Clear scope, pricing, and scheduling
• Experienced crews and careful property protection
• Thorough cleanup after the work is complete
• A 5-year workmanship warranty
Upside Exteriors is an Illinois licensed roofing contractor: #104.017749. Contact us for a free estimate.
ROOFING PRODUCT OPTIONS
We install proven roofing systems selected for the home, budget, architecture, and performance requirements. Final availability, colors, and system components are confirmed for each project.
Owens Corning Oakridge
Owens Corning Duration
GAF Timberline HDZ
IKO Cambridge
IKO Dynasty
