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Homestead on the Roof

1924 W Chicago Ave, Chicago, IL 60622Up to 180 Guests$25-$50/person5.0 (13)Share
Homestead on the RoofRestaurant
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About the Space

Private event venue in Chicago, IL | Homestead on the Roof Nestled in the vibrant West Town neighborhood of Chicago, Homestead on the Roof is a charming private event venue offering a unique garden-to-table experience. With its rooftop ambiance that mirrors a secret garden oasis, the venue provides an enchanting escape from the bustling city streets below. The lush greenery and beautiful seasonal flowers, paired with rustic wood accents, create a warm and inviting atmosphere that's perfect for gatherings of all kinds. Known for its fresh, locally-sourced cuisine and seasonal menus, Homestead on the Roof elevates private dining to an art form. Whether you're hosting a small gathering or celebrating with a larger group, this stunning rooftop venue ensures every moment is memorable. Homestead on the Roof offers a variety of private event options to suit your needs. Whether you prefer an intimate dining experience in one of their cozy indoor areas or a larger celebration utilizing their expansive outdoor garden space, this venue provides the flexibility for any occasion. The venue can accommodate different seating styles and offers comprehensive bar packages and catering options, including prix fixe menus to ensure your event is catered to your liking. With options for cocktail receptions and the latest AV capabilities, planning your event has never been easier. Choose Homestead on the Roof for your next event and experience its unbeatable combination of location and ambiance. Ideally situated on Chicago Avenue, this private event venue near the heart of West Town offers easy access to the best that the city has to offer. Perfect for everything from corporate gatherings to wedding receptions, Homestead stands out as both a venue and an experience. Its proximity to eclectic shops and other city attractions makes it convenient for guests to explore the neighborhood before or after your event. Homestead on the Roof is the ideal setting for a wide range of events. Whether you're planning a corporate dinner, a networking event, a bridal or baby shower, a milestone birthday celebration, or even a holiday party, the venue's thoughtfully curated spaces and exceptional service make it an outstanding choice for special occasions. Its serene atmosphere and versatile spaces make it particularly well-suited to wedding receptions and rehearsal dinners, offering a romantic backdrop for your special day. Elevate your event with a touch of garden elegance by booking your next private dining or event experience at Homestead on the Roof. Craft an unforgettable experience for you and your guests in Chicago's hidden rooftop gem.

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Up to 180 guests

$25-$50/person

Ways to book this venue

Group DiningPrivate Dining RoomSemi-Private SpaceFull Venue Buyout

Type of Event Space

RestaurantEvent SpaceSemi PrivatePrivate Dining RoomIndoor SpaceOutdoor Space

Athmosphere & Cuisine

American / New AmericanCocktail BarUpscale / Fine diningRustic / IndustrialIntimate / Cozy

Rentable Spaces

Outside at Homestead on the Roof

Outside

Up to 100 guests

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. - Seating for up to 100 - Decorative Brick fireplace - Suitable for large groups and weddings - An incredible summer happy hour

​Inside at Homestead on the Roof

​Inside

Up to 80 guests

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. - Seats 80 comfortably - Full Bar - Perfect for daytime brunches and private dinner parties

Amenities & Features

Audio Visual Equipment
Catering Services
Customizable Menus
Free Wi-Fi
Full Kitchen
Good for Groups
Offers Alcohol
Outdoor Area

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Perfect For

Adult Birthday PartyAlumni EventAnniversaryAnniversary CelebrationBaby ShowerBaby/Wedding ShowerBachelor PartyBachelorette Party+35 more

Food & Beverage Policy

No outside food or beverage allowed

Resources

Venue Guide

Event guide & details

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3D Tour

Explore the space virtually

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Reviews · 5.0 (13)

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S
Sarah Nader Photography
2026-09-24 · Google
Wedding

As a Chicago wedding photographer, Homestead on the Roof is a venue that captivates me every time I shoot there. Nestled atop a cozy rooftop garden, it offers a unique and intimate setting for weddings. The lush greenery and rustic charm create a picturesque backdrop for photos. The staff's attention to detail ensures that every moment is captured beautifully, making it a joy to photograph weddings at Homestead on the Roof.

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M
Michelli Rivera
2026-09-24 · Google
Celebration

Amazing!! This place was such a lovely and charming garden rooftop. It’s tucked away above Roots Pizza, giving it almost an exclusive vibe. Good for any occasion - dates, friend groups, business groups, etc. The food was amazing and yummy!! We loved every single dish and drink. Don’t overlook this place when nabbing a dinner reservation. I would put it up against many other nice “white table cloth” type restaurants, in the city.

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M
Mariel Tish
2026-09-24 · Google
Wedding Reception

We had our October wedding at Homestead and it was truly magical. Sam our venue coordinator was above professional - she reassured us in the last few weeks before our event and kept things running absolutely perfectly on the day of. Every member of the staff crushed and our guests raved about the food and service. Beautiful space, beautiful food, beautiful day.

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Location

1924 W Chicago Ave, Chicago, IL 60622

Illinois/ChicagoChicagoWest Side
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