Homestead on the Roof Scott Shulman Homestead on the Roof Homestead on the Roof

Homestead on the Roof

1924 W. Chicago Ave. (Wolcott Ave.)
Chicago, IL 60622
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This rooftop spot in West Town is only open seasonally.
Openings: Dinner Wed.-Sun.

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Homestead on the Roof, Chicago, IL


Homestead on the Roof Restaurant Review:



About the restaurant & décor: An urban oasis above Chicago Avenue, this 85-seat West Town restaurant is a local’s spring and summer destination. Enter through Roots Handmade Pizza, and head upstairs to a patio flanked by planter boxes, an outdoor fireplace and tables positioned under Edison-style bulbs. A metal chandelier hanging from a pergola lends drama to the space, but the overall vibe is cozy and relaxed.

Likes: Rooftop dining; neighborhood style.
Dislikes: It’s only open during spring and summer.

Food & Drinks:Diners reap the rewards of the rooftop garden thanks to pop-up menus that change each season. A crisp Sancerre makes for easy sipping, one of many choices on the 100-bottle spirits list.

Los Angeles Fires January 2025
THE LOS ANGELES DISASTER | GAYOT.com

By Sophie Gayot: "It is with the greatest sadness and sorrow that the first article I write in 2025 is about a disaster. It has affected so many in different ways, including losing everything, and loss of life. I can not apprehend." Read the article.