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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. Nestled in between two natural brick buildings, our 100-seat patio features hanging and planted gardens. You'll also have access to our 80-seat interior, complimented by natural birch wallpaper, rustic handcrafted tables and intricate terrariums. 

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Host Your Event at Homestead

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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. 

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​Inside

  • Seats 80 comfortably

  • Full Bar

  • Perfect for daytime brunches and private dinner parties

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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.

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​Outside

  • Seating for up to 100

  • Decorative Brick fireplace

  • Suitable for large groups and weddings

  • An incredible summer happy hour

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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.

Homestead On The Roof Wedding Chicago Outdoor Rooftop

Make An Inquiry

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