1924 W CHICAGO AVE
CHICAGO, IL 60622
Our Story
Welcome. Homestead On The Roof— our cozy, secret rooftop— is tucked away above Roots Handmade Pizza in the heart of West Town. The magic of Homestead is its 85-seat outdoor rooftop patio with full view of the L-shaped, 1,000 square foot rooftop garden overflowing with beautiful flowers, two massive vertical hanging gardens, and a decorative outdoor fireplace.
​
Homestead was named a “Top 100 Fit for Foodies Restaurants in America” and one of the “10 Best New American Restaurants In Chicago” by OpenTable, and has been named among the best rooftop/outdoor restaurants in Chicago by multiple media outlets. Join us every summer for an exclusive new pop-up menu, available for a limited time. Our venue is a true Chicago hidden gem that will charm guests and leave a lasting impression.
Outdoor
-
Seating for up to 100
-
Decorative Brick fireplace
-
Suitable for large groups and weddings
-
An incredible summer happy hour
​
With lush overflowing gardens, warm edison string lights, a decorative brick fireplace, and a warm summer breeze, it is no wonder Homestead On The Roof was named a top 100 restaurant for outside dining in the US by Open Table, and among the best rooftops in the city by multiple local media outlets. Nestled between two natural brick buildings, our venue is a true Chicago hidden gem that will charm your guests and leave a lasting impression.
Indoor
-
Seats 80 comfortably
-
Full Bar
-
Perfect for daytime brunches and private dinner parties
​
The interior of Homestead is open year round for private dinners and happy hour and it is the perfect spot to enjoy a candlelit dinner when the weather doesn't permit outdoor seating. With a fully stocked bar and easy access to the outdoor patio, the interior of Homestead is a versatile and warm space, perfect for cocktail hour.
Chris Teixeira
Chef/ Partner
The Fifty/50 Restaurant Group’s Executive Pastry Chef & Partner, Chris Teixeira, infuses simplicity with intricacy in his delicious pastry programs while overseeing the culinary team for the restaurant group.
​
The son of Portuguese immigrants, Teixeira’s first memories of baking were of his mother, who worked in the same bakery for 25 years and sparked his interest in pastry creation.
​
A James Beard Award semifinalist in the “Rising Star Chef of the Year” category for his work at Homestead On The Roof in 2015, Teixeira believes in keeping it simple and local, letting nature tell him what ingredient is best. Focusing on simple variations without muddling dishes with excess ingredients, Teixeira presents menu items in a new and exciting way, using technology only to enhance natural flavors.