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Chicago skyline rooftop deck
Luxury rooftop deck with outdoor living space
Since 2009

Chicago'sOriginal Roof Deck Company

Bringing the interior to the exterior. Full-service design-build for rooftops, terraces, and outdoor living spaces across Chicago.

20+
Years Experience
3,000+
Projects Built
50+
Design Awards
100%
Client Satisfaction
Licensed
Bonded
Insured
A+ BBB Rating
4.9★ Houzz
Who We Are

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.

60+
In-House Tradesmen
500+
Permitted Projects
100%
Permit Approval
The Transformation

From Forgotten to
Unforgettable

Wood Grain Warmth - After
Wood Grain Warmth - Before
Before
After
Gold Key Award 2019

Swipe to reveal the transformation

Materiality

Texture & Form

We select only the finest materials—sustainable hardwoods, architectural steel, and porcelain—to ensure beauty that endures.

Ipe Hardwood

Sustainable Timber

Ipe Hardwood

Ipe Hardwood

Sustainable Timber

Dense, durable, and naturally resistant to rot. The gold standard for rooftop decking.

Architectural Steel

Structural Metal

Architectural Steel

Architectural Steel

Structural Metal

Custom-fabricated in our local shop. Provides strength with a sleek, modern profile.

Porcelain Tile

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.

Living Walls

Vertical Garden

Living Walls

Living Walls

Vertical Garden

Lush, irrigated vertical planting systems that soften urban edges and improve air quality.

Our Team

Meet the
Team

Designers, builders, and problem-solvers who turn rooftops into your favorite room in the house.

Darren Flynn
Mike Ryan
Tom Bartosiewicz
Christi Malone
Jared Correa
Monika Skowron
David Petlicki
Kevin Wojtas
Erik Pederson
Mary Gardner
Caroline Denk
Rafal Leonczuk
Adib Tamer
Humza Ghori
Managing Principal
1 / 14

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.

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What We Do

Full-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
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Interior design services including space planning and finish selection.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Site planning and property layout design for construction projects.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Photorealistic 3D renderings to visualize your project before construction.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Existing condition surveys and as-built documentation services.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Complete construction document sets for permitting and building.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Complete building permit filing and coordination with Chicago agencies.

  • Licensed Architects
  • Custom Design
  • Permit-Ready
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Zoning code review and compliance analysis for Chicago roof deck and construction projects.

  • Licensed Architects
  • Chicago Code Expertise
  • Variance Strategy
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Client Stories

What Our Clients Say

houzz Review
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...
David G.
ChicagoFull Renovation
Peace of Mind

Licensed, Bonded
& Insured

Full City & State Compliance

100%
Permit Approval
500+
Permitted Projects
3,000+
Projects Completed

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
How We Work

Our Process

01

Consult

Understanding your vision

02

Design

Crafting the concept

03

Plan

Permits & details

04

Approve

City sign-off

05

Craft

Custom fabrication

06

Build

Expert installation

07

Enjoy

Your new space

Trusted By
Houzz
Best of Houzz 2024
Chicago Tribune
Featured
Architectural Digest
Top Pick
Better Homes & Gardens
Editor's Choice
HGTV
As Seen On
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