Flat & TPO roofing
Energy-efficient membrane systems built for Chicago’s commercial and residential flat roofs.
Request an estimateServing Chicago & surrounding suburbsFree estimates · Residential & commercial
Chicago roofing & gutter experts
Your property deserves
better protection.
Precision roofing and gutter systems built to handle Chicago weather—and look exceptional doing it.
RoofingFlat, TPO & shingle systems
GuttersInstallation, guards & repair
FreeProject estimates
See our team at workReal crews.
Real crews.
Real project experience.
Watch our team complete exterior work at the Jesse Brown VA Medical Center in Chicago—from coordinated access and installation to a clean, documented finish.
Explore our project showcaseLeaf Gutter project footage · Chicago
One trusted exterior teamRoof above. Gutters below.
Roof above. Gutters below.
Protection all around.
From an urgent leak to a complete exterior upgrade, we bring roofing and drainage together into one reliable system—planned for your property and installed with care.
Roofing servicesBuilt for the city.
Built for the city.
Ready for the weather.
We work on pitched and flat roof systems throughout Chicago and nearby suburbs, with straight answers before work begins.
Roof repair
Fast diagnosis and durable repairs for leaks, flashing, storm damage, and aging roof systems.
Request an estimateShingle roofing
Architectural shingles installed with clean lines, proper ventilation, and careful property protection.
Request an estimateCommercial roofing
Responsive service, clear documentation, and dependable systems that protect your operation.
Request an estimate
Residential roofing
A stronger roof without the runaround.
We inspect the full system, explain what matters, and recommend the right repair or replacement—not the biggest sale.
- Leak and storm-damage repair
- Shingle and modified-bitumen systems
- Flashing, ventilation, and roof penetrations
Gutter solutions
Water goes where it should. Every time.
A great roof needs a drainage system that can keep up. We install, repair, and maintain seamless gutters that move water safely away from your home.
Get gutter pricing
Real Leaf Gutter project
Commercial roofingLess disruption.
Less disruption.
Long-term protection.
Clean installation, responsive communication, and flat-roof systems engineered for performance.
Talk with a roofing specialistRoof systems we installThe right system for
The right system for
every roof.
See the roofing systems we work with every day—from energy-efficient commercial membranes to detailed residential repairs.
TPO roofing
Reflective, heat-welded membrane systems for flat and low-slope roofs.
Torch-down roofing
Durable modified-bitumen protection for Chicago residential and commercial roofs.
Architectural shingles
Clean, weather-resistant shingle systems with correct flashing and ventilation.
Roof repair
Targeted repairs for leaks, parapets, penetrations, flashing, and storm damage.
Federal contracting experienceTrusted to perform on
Trusted to perform on
government facilities.
Our team brings responsive coordination, careful site management, and documented exterior work to federal and public-sector projects.
Selected federal experience
Jesse Brown VA Medical Center
Gutter, downspout, and fascia work completed as a subcontractor in support of the medical center’s exterior maintenance needs.
- SAM.gov registered contractor
- Safety-minded field coordination
- Daily cleanup and photo documentation
Recent work
Built here in Chicagoland.
Real properties. Real workmanship. A closer look at roofing, gutter, and exterior projects completed by our team.
Chicagoland project
Complete exterior protection
Real project
Roofline restoration
Real project
Residential roof service
Chicago residence
Copper roofing & gutters
Residential
Architectural shingle roof
Chicago bungalow
Seamless gutter system
Custom exterior
Slate roof & copper gutters
Residential
Complete gutter installation
Residential
Roof and drainage upgrade
Chicago garage
Gutters & downspouts
Chicagoland
Exterior restoration
Real project
Finished roofing detail
Real project
Gutter installation
A better contractor experienceSimple from first call
Simple from first call
to final cleanup.
You’ll know what we found, what we recommend, and what happens next.
01
Inspect
We look beyond the obvious issue and assess the complete system.
02
Plan
You receive clear options, honest guidance, and a straightforward estimate.
03
Build
Our crew protects your property and completes the work with close attention.
04
Walk through
We clean up, review the finished project, and answer every question.
Meet your local exterior teamProfessional work.
Professional work.
Personal responsibility.
Leaf Gutter & Roofing Solutions is a hands-on Chicago contractor serving homeowners, property managers, commercial clients, and government facilities. You get direct communication, honest recommendations, careful installation, and photos that document the work.
- Owner-involved service
- Residential, commercial, and federal experience
- Roofing and drainage expertise in one team
Local service areaProudly serving Chicago
Check your area: (773) 900-4004Proudly serving Chicago
and the nearby suburbs.
Chicago · Cicero · Oak Park · Skokie · Evanston · Berwyn · Niles · Oak Lawn · Lyons · and surrounding communities
Roofing & gutter questionsHelpful answers before
Helpful answers before
your estimate.
Every property is different. These quick answers explain how to start and what information helps our team prepare.
Do you work on flat and pitched roofs?
Yes. Our roofing services include flat and low-slope systems such as TPO and modified bitumen, plus architectural shingle roofs and targeted repairs.
Can you help with both roofing and gutters?
Yes. We handle roof work along with seamless gutters, downspouts, gutter guards, cleaning, repairs, soffit, and fascia so drainage can be considered as one system.
What should I include in an estimate request?
Share the property address, the issue you are seeing, and the best way to reach you. Photos are helpful, but our team can also inspect the property in person.
Do you serve areas outside Chicago?
We serve Chicago and nearby suburbs. Call (773) 900-4004 with your address and we will confirm whether your property is in the service area.
Start your projectLet’s protect what
Let’s protect what
you’ve built.
Tell us a little about your property. We’ll follow up to schedule your free, no-pressure estimate.
Call or text(773) 900-4004