Chicago'sOriginal Roof Deck Company
Bringing the interior to the exterior. Full-service design-build for rooftops, terraces, and outdoor living spaces across Chicago.
Chicago's Premier
Roof Deck Company
Since 2009, Chicago Roof Deck & Garden has been transforming rooftops into Chicago's most stunning outdoor living spaces. We're craftsmen who happen to run a business—not the other way around.
From the first sketch to the final walkthrough, one dedicated team handles your entire project. Design, permits, and construction—all under one roof. That's the soup-to-nuts approach that sets us apart.
Licensed, bonded, and insured with in-house architects, engineers, and over 60 skilled tradesmen ready to bring your vision to life.
Featured Projects
The Urban Play & Chill Deck
Lincoln Park, Chicago
Bradley Center
North Center, Chicago
Serene Shade & Swim
Willow Springs
Sunset Bar & Lounge
Bucktown, Chicago
Urban Green Sanctuary
Lake View, Chicago
Sky Court & Garden Haven
Bucktown, Chicago
From Forgotten to
Unforgettable
Texture & Form
We select only the finest materials—sustainable hardwoods, architectural steel, and porcelain—to ensure beauty that endures.
Sustainable Timber
Ipe Hardwood
Ipe Hardwood
Sustainable Timber
Dense, durable, and naturally resistant to rot. The gold standard for rooftop decking.
Structural Metal
Architectural Steel
Architectural Steel
Structural Metal
Custom-fabricated in our local shop. Provides strength with a sleek, modern profile.
Engineered Surface
Porcelain Tile
Porcelain Tile
Engineered Surface
Non-porous, slip-resistant, and virtually indestructible. Modern elegance that handles Chicago winters without fading or cracking.
Vertical Garden
Living Walls
Living Walls
Vertical Garden
Lush, irrigated vertical planting systems that soften urban edges and improve air quality.
Meet the
Team
Designers, builders, and problem-solvers who turn rooftops into your favorite room in the house.
Darren Flynn
“Darren Flynn is the Managing Principal and founding member of Chicago Roof Deck & Garden, started in 2009. He has over 20 years of experience in residential, commercial and retail construction and shares the overall strategic and operating responsibility.”
View Full ProfileFull-Service
Design-Build
From first sketch to final walkthrough, our team handles every detail of your outdoor living project.
Custom home and renovation design by licensed architects.
- Licensed Architects
- Custom Design
- Permit-Ready
Interior design services including space planning and finish selection.
- Licensed Architects
- Custom Design
- Permit-Ready
Site planning and property layout design for construction projects.
- Licensed Architects
- Custom Design
- Permit-Ready
Photorealistic 3D renderings to visualize your project before construction.
- Licensed Architects
- Custom Design
- Permit-Ready
Existing condition surveys and as-built documentation services.
- Licensed Architects
- Custom Design
- Permit-Ready
Complete construction document sets for permitting and building.
- Licensed Architects
- Custom Design
- Permit-Ready
Complete building permit filing and coordination with Chicago agencies.
- Licensed Architects
- Custom Design
- Permit-Ready
Zoning code review and compliance analysis for Chicago roof deck and construction projects.
- Licensed Architects
- Chicago Code Expertise
- Variance Strategy
Curated
Components
Every rooftop tells a story. Our custom-fabricated elements transform ordinary spaces into extraordinary outdoor retreats.
What Our Clients Say
“We committed to a 3 part project inclusive of garage deck, rear patio, and roof top deck. Each space different in anticipated use. CDRG was instrumental in guiding us through the permitting challenges and structural issues we encountered along the way. Likewise, Covid presented resource issues which...”
Licensed, Bonded
& Insured
Full City & State Compliance
Licenses & Certifications
City of Chicago
- ●General Contractor License
- ●Exterior Contractor License
State of Illinois
- ●Roofing License (Unlimited)
- ●Licensed Architect
- ●Licensed Structural Engineer
Insurance & Bonding
- ●Surety Bond
- ●General Liability
- ●Workers Compensation
Associations
- ●BIAGC Member
- ●NAHB Affiliated
Our Process
Consult
Understanding your vision
Design
Crafting the concept
Plan
Permits & details
Approve
City sign-off
Craft
Custom fabrication
Build
Expert installation
Enjoy
Your new space