Wicker Park Landscaping: Innovative Design & Urban Expertise

Blending historic charm with modern functionality for your Wicker Park home’s outdoor space.


Wicker Park homes blend vintage Chicago architecture with modern city living—and Cityscape Landscape LLC brings that same harmony outdoors. For more than 40 years, we’ve designed, built, and maintained stunning landscapes across Wicker Park, specializing in creative rooftop gardens, custom patios, and sustainable urban yards. Our team intimately understands the unique character of Wicker Park’s homes, streetscapes, and compact spaces. Whether you’re updating a historic front yard or transforming a rooftop into an outdoor retreat, we create functional, beautiful landscapes precisely tailored to your lifestyle.

Custom Landscape Design, Build, and Hardscape Installatio

We provide comprehensive Wicker Park landscaping services to homeowners seeking unmatched craftsmanship, innovative design, and long-lasting quality. As a full-service firm, we manage the entire spectrum of your outdoor project.


Our Core Services for Wicker Park:



  • Landscape Design & Build: Custom layouts, sketches, detailed 3D renderings, and expert installation for all Wicker Park properties, from single-family homes to multi-unit buildings.
  • Hardscape Installation: Durable patios, elegant stone walkways, and functional retaining walls engineered for Chicago’s climate, using high-quality materials.
  • Rooftop Gardens: Designing and installing sustainable green spaces and outdoor living areas perfect for Wicker Park’s valuable urban rooftops.
  • Outdoor Living Spaces: Custom outdoor kitchens, pergolas, fire features, and built-in seating designed for year-round enjoyment and entertaining.
  • Front Yard Enhancements: Parkways, entryways, and curb appeal designs featuring native plants and accent lighting to respect and enhance historic facades.
  • Landscape Maintenance: Ongoing care programs to protect your landscaping investment through every challenging Chicago season.


Architectural Harmony and Modern Functionality

Wicker Park’s charm lies in its mix of historic greystones, creative lofts, and sleek new builds—each offering unique opportunities for specialized landscape design. Our approach balances heritage and innovation through thoughtful planning, sustainable materials, and precision craftsmanship.


Our Wicker Park Design Focus:

  • Compact & Courtyard Landscapes: Optimized, multi-level layouts for small yards, brick courtyards, and side patios, maximizing usable space.
  • Rooftop & Balcony Gardens: Lightweight, structural-safe green installations that prioritize views, privacy, and long-term plant health.
  • Low-Maintenance Beauty: Utilizing native and highly durable plants paired with smart irrigation systems to minimize upkeep time.
  • Eco-Friendly Materials: We often incorporate permeable pavers, durable natural stone, and responsibly sourced materials to respect the environment.
  • Architectural Harmony: Designs that always complement Wicker Park’s distinct residential architecture, whether historic or contemporary.


Whether you want to restore a front yard’s historical charm or create a contemporary outdoor living area, our designers bring your sophisticated ideas to life.

Wicker Park landscaping
Wicker Park near me

Maximizing Limited Space with Expert Urban Engineering


In Wicker Park, where space is limited, creativity isn't. We specialize in front yard, backyard, and rooftop designs that make every inch of your property functional, beautiful, and inviting. This expertise is crucial for successful urban installations.


Our Expertise Includes:

  • Green Roof Systems: Utilizing specialized, lightweight soil mixes, native plants, and proper drainage to ensure green spaces thrive above the skyline.
  • Compact Lounge Spaces: Designing built-in seating, custom planters, and integrated lighting for sophisticated, modern entertaining in small areas.
  • Drainage & Structural Integrity: Engineering custom drainage and coordinating requirements to ensure rooftop longevity and safety.
  • Privacy Screening: Custom fencing, strategic tree planting, and lush greenery for creating intimate, secluded outdoor areas essential in a dense city environment.


Our team manages every step—from design to coordination and final installation—so you can enjoy peace of mind and perfect, enduring results.

See Rooftop Gardens →

Four Decades of Trust, Expertise, and Local Accountability

Our legacy, expertise, and personalized attention to detail make us the trusted choice for homeowners throughout Wicker Park and the greater Chicago area. When you choose Cityscape, you are choosing a partner rooted in your community.


What Sets Us Apart:

  • Family-Owned Since 1984: Four decades of trusted craftsmanship and consistent service in the Chicago market.
  • Urban Design Experts: Specialized in the complex challenges of tight-lot, rear yardcourtyard, and rooftop installations.
  • Award-Winning Reputation: Consistently recognized with the Houzz “Best Of” award and a strong 4.6★ Google review rating.
  • All-In-One Team: We handle design, build, and maintenance seamlessly under one roof, ensuring superior quality control.
  • Personalized Service: A transparent process backed by reliable, continuous communication with the owner and project manager.


💬 Verified Client Review: “Cityscape Landscape turned our small Wicker Park backyardcourtyard into an elegant oasis. The design perfectly fits our home and lifestyle—professional from start to finish. Highly recommend for any urban space!” — Google Reviewer, Wicker Park, Chicago

Start Your Project →

Landscape Transformations Near Division, North, and Damen

We are proud to showcase the diversity of our landscape design and build quality right here in Wicker Park:


  • Rooftop Oasis – Division Street: A contemporary rooftop design featuring built-in seating, elegant lighting, and drought-tolerant plants for a sustainable, functional entertaining space.
  • Backyard Patio – North Avenue: A narrow, previously unused backyard transformed with modern pavers, raised planters, and custom privacy screens to create a secluded outdoor room.
  • Front Yard Redesign – Wood Street: A sustainable curb appeal upgrade featuring native grasses, accent lighting, and integrated stone pathways that enhance the home’s historic entry.
View Our Portfolio →

Frequently Asked Questions About Wicker Park Projects

Got a question? We’re here to help.

  • What makes Wicker Park landscaping different from other areas of Chicago?

    Wicker Park’s blend of smaller lots and older, valuable architecture requires careful space planning, creative design, and the use of modern, high-quality materials that respect the neighborhood’s unique style.


  • Do you provide rooftop garden design in Wicker Park?

    Yes, we are specialists in rooftop and balcony gardens for both residential and multi-unit buildings.

  • Can you handle both design and build?

    Absolutely. We operate as a full design-build firm, managing the entire process in-house for consistency, quality control, and superior project accountability from concept to completion.


  • How long does a typical Wicker Park landscaping project take?

    Most projects take 1 week depending on the complexity of the hardscape installation (patios, walls) and the size of the overall transformation.


  • Do you offer ongoing maintenance?

    Yes—our comprehensive Landscape Maintenance Plans include seasonal cleanups, professional pruning, irrigation checks, and year-round protection for your landscape investment.


Let’s Create Your Wicker Park Outdoor Escape

Whether it’s a rooftop retreat, a stylish paver patio, or a modern rear yardcourtyard, Cityscape Landscape LLC helps Wicker Park homeowners bring new life to their outdoor spaces.


“With decades of experience in Chicago’s urban neighborhoods, we understand what it takes to design landscapes that thrive in Wicker Park’s vibrant environment. Let’s turn your vision into a timeless, sustainable outdoor sanctuary.”