Chicagoland's Awning Experts Since 1958

Custom-built awnings, vestibules, architectural canopies, pergolas, retractable systems, and other outdoor structures for businesses and homes. We are a full-service team who designs, manufactures, and installs. Our team operates out of our South Holland facility.

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Trusted by Chicagoland Businesses and Homeowners

For over six decades, Chicagoland has counted on Chesterfield Awning for quality work and honest service. Here is what our customers say.

Local Craftsmanship Since 1958

A Chicagoland Awning Company You Can Count On

Since 1958, Chesterfield Awning has been Chicagoland’s one-stop shop for custom residential and commercial awnings, canopies, pergolas, retractable systems, and outdoor structures. We personally design, manufacture, and install every project we take on, right here at our South Holland facility, so you always know exactly where your work is coming from and who stands behind it.

With hundreds of design combinations across fabrics, metals, profiles, colors, and finishes, we build every project to fit your home, your storefront, and the way you want it to look. Quality workmanship, honest service, and a name Chicagoland has trusted for over six decades.

Explore Our Most Popular Products

Whether you’re building for your home or your business, we’ve been designing and manufacturing custom outdoor structures for Chicagoland since 1958. Explore our most popular product categories below, then reach out and we’ll help you figure out what fits your project. Anything you don’t see? We build custom too. If you can dream it, we can build it.

Commercial Canopies

Custom canopies that brand your storefront, shelter your entrance, and expand your outdoor operating footprint. Fabric or metal, engineered for Midwest wind and snow loads, built to work as hard as your business does.

Enclosures & Commercial Vestibules

Blocks cold air, cuts your energy bills, and welcomes your customers into a proper transition space instead of a wall of wind. Custom vestibule enclosures that pay for themselves in HVAC savings and guest experience.

Covered Walkways & Entryways

Long-span walkways that shelter patients, students, residents, and guests as they move between buildings or from parking to entrance. ADA-compliant path-of-travel, engineered for institutional and campus-scale properties.

Retractable Awnings

Sun when you want it, shade when you need it. Retractable awnings give you full control over your patio or deck, extending for cover on hot days and retracting away when you would rather have the open sky.

Pergolas

Structured outdoor rooms that transform a plain deck or patio into a real destination. Custom-built pergolas designed to fit your space, your home’s architecture, and how you actually want to use your outdoor living space.

Architectural Canopies

Permanent, low-maintenance awnings that hold their color, resist Midwest weather, and last for decades. Custom-built architectural canopies in a full range of metals, profiles, and finishes engineered to become a lasting design feature of your home or business.

Shade Sails

Sculptural shade structures that block up to 95% of UV rays, cool your outdoor spaces, and add contemporary architectural presence. Custom-built shade sails in a full range of shapes, sizes, and marine-grade fabrics engineered for your home or business.

Commercial Awnings

Make a lasting first impression with custom commercial awnings. Branded fabric, durable frames, and professional installation give your storefront shade, weather protection, and curb appeal that draws customers in and extends your usable outdoor space.
Awnings, Canopies and Everything After

What We Do

Chesterfield Awning does more than build awnings. From custom residential and commercial awnings to retractable systems, aluminum and standing seam awnings, patio covers, pergolas, canopies, and enclosures, we handle the whole project in-house. And once your awning is up, our cleaning, seasonal storage, repair, and maintenance services keep it looking sharp and extend its life for years. Full lifecycle. One team. Since 1958.

No Matter the Project, If You Can Dream It, We Can Build It

From single-family patio awnings to multi-property commercial rollouts, we’ve been custom-building for Chicagoland homes and businesses since 1958. Bring us your project and we’ll figure out the right way to build it.

Commercial Products

Custom canopies, storefronts, restaurant patio enclosures, covered walkways, and multi-property programs. For business owners building on their own, and for architects, contractors, and property managers building on behalf of clients.

Residential Products

Custom awnings, retractable systems, pergolas, patio covers, and aluminum installations that make your outdoor living space look sharp and work harder. Since 1958, Chicagoland homeowners have counted on our team to design, build, and install directly.

Care That Doesn’t Stop at Install

Building great awnings is only half the job. Keeping them clean, storing them through Chicago winters, repairing them when they need it, and running maintenance programs that keep everything on schedule are how we protect your investment for years. Since 1958, Chesterfield has handled the full lifecycle in-house.

Professional Cleaning

Our team handles everything from routine care to deep restoration of neglected fabric, without the damage DIY cleaning can cause.

Seasonal Storage

Protecting your investment from Chicago’s harshest months with seasonal take down and storage at our South Holland Facility.

Repair & Recovers

Torn fabric, damaged frames, motor issues, storm damage, or fabric that’s ready for a full recover. Our in-house team handles it all.

Maintenance Program

Cleaning, seasonal storage, priority repair scheduling, and multi-property coordination all bundled into one relationship.

Trusted Across Chicagoland Since 1958

From the homeowners who’ve counted on us for generations to the businesses whose storefronts we’ve helped build, our customers keep coming back.

The Chesterfield Maintenance Program

The Maintenance Program bundles cleaning, seasonal storage, priority repair scheduling, and inspections into one relationship. For homeowners protecting an investment and property managers coordinating across sites, it’s the smart way to keep every awning sharp without the coordination burden.