Homestead On The Roof

Homestead on the Roof is a charming rooftop restaurant and event venue nestled above Roots Handmade Pizza at 1924 W Chicago Ave in Chicago's West Town neighborhood. The intimate space features both indoor and outdoor garden-inspired settings, surrounded by a working rooftop garden that informs the seasonally driven menu. Guided by Chef Chris Teixeira, the kitchen draws on Portuguese-inspired flavors, offering grilled piri piri chicken, fresh seafood, and vibrant vegetables that reflect a genuine farm-to-table ethos. The venue's lush, natural ambience makes it a sought-after destination for private events including weddings and corporate celebrations, with customizable catering packages available. Open Wednesday through Sunday evenings, Homestead on the Roof delivers a distinctive rooftop dining experience that blends culinary craft with an al fresco garden setting in the heart of Chicago.