Special Events & Catering

Homestead on The Roof has become a favored Chicago destination for hosting events. Weddings, birthdays, corporate events, graduation parties, and any other special occasion will find the private indoor & outdoor space perfect for an elegant time. Nested in between two natural brick buildings, our 100-seat patio features hanging and planted gardens where you'll get to see the origins of many of the ingredients used in your dishes. You'll also have access to our 80-seat interior, complimented by natural birch wallpaper and rustic handcrafted tables and intricate terrariums. 

Host Your Event at Homestead


  • 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.


  • Seating for up to 100

  • Brick fireplace

  • Suitable for large groups and weddings

  • An incredible summer happy hour

With lush overflowing gardens, warm Edison string lights, a 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. Wood tables were crafted by Waldon Bros wood works and our chef team works daily to make sure we are harvesting fresh produce and herbs from the garden in order to serve you the highest quality possible. 

We also offer offsite catering. Our fully customizable catering menus will allow you to fit all guests' needs. Fresh ingredients and innovative recipes set the tone for an event that is as classy as it is accessible. Introduce guests to new and familiar local produce, followed by exquisite dessert options from West Town Bakery & Diner. 

We will work with you all the way through your booking journey and help you cultivate the perfect setting and/or menu for your special day. 

Make An Inquiry

Homestead on The Roof

1924 W Chicago Ave

(above Roots Pizza)

Phone: (773) 332-2354