1924 W CHICAGO AVE
CHICAGO, IL 60622
Reservations are now open for Homestead on the Roof—open May 21st!
Tucked away above Roots Handmade Pizza in the heart of West Town, our hidden rooftop returns with a fresh seasonal perspective—this year inspired by the vibrant flavors of Portugal.
Led by The Fifty/50 Group’s Director of Food & Beverage, Chef Chris Teixeira, the menu highlights Portuguese-inspired bites designed for warm-weather dining. Expect dishes like grilled piri piri chicken, seafood-forward small plates, fresh garden vegetables, and shareable selections that pair perfectly with a summer cocktail in hand.
Literal Farm-To-Table
Host your next private event in West Town at Homestead On The Roof. With both indoor and outdoor settings available, our rooftop venue offers the flexibility to accommodate everything from corporate gatherings and brand activations to weddings, showers, and celebratory dinners.
Whether you're planning an intimate seated experience or a lively cocktail-style reception, our space can be tailored to fit your vision.
From our lush, garden-inspired patio to our warm and inviting indoor space, Homestead blends natural beauty with thoughtful design. Paired with seasonal, chef-driven menus and customizable food and beverage packages, every event is crafted with intention and care.
Our team works closely with you to bring each detail to life—from layout and flow to menu selections and guest experience—creating a seamless and memorable event in one of Chicago’s most charming hidden rooftops.
