Recent social media posts
05/12/2026
Rooftop season is calling, and we’ve got the perfect spot for you 🌇
Celebrate the return of summer at with our Season Opener BBQ — a one-day kickoff featuring seasonal dishes inspired by the flavors of Portugal, curated by Director of Food & Beverage 🇵🇹
May 27 • Tickets available now via the link in bio!
08/19/2025
Summer sunsets are fading fast. 🍃☀️
Join us before August 29 for the final nights of the season at Homestead, where Latin-inspired flavors meet rooftop views.
Planning ahead? Secure your winter private event now at our website and let us bring the same vibrant energy. 🥂
07/14/2025
From “I do” 💍 to life’s everyday joys — our rooftop celebrates it all.
Homestead on the Roof is available for private events of all sizes, including birthdays, baby showers, team-building dinners, and more.
With its charming garden ambiance and seasonal menu, our rooftop sets the stage for an unforgettable evening. 🌿
Inquire through our website for private event bookings!
06/30/2025
Dreaming of starry summer nights and endless laughter on the rooftop... ✨
Your table awaits, tap the link in bio to book now
06/27/2025
An Espresso Martíni so bold and favored, we named it after our head chef. 🥂
Pair it with rooftop bites and garden views for an unforgettable night. Book your weekend reservation now via the link in bio! 😋
06/25/2025
Indulge in our fresh oysters, served with tender octopus and zesty cucumber relish, a perfect blend to awaken your senses 🦪🍋
Click the link in bio to savor exquisite Latin cuisine at our West Town rooftop.
06/07/2025
The new season has arrived, and so has our latest menu 🍴
A thoughtful mix of returning favorites and new inspirations awaits, including the showcased Portuguese Steak Sandwich.
Tap the link in bio or visit our website to explore what’s in store 🌱💛
05/27/2025
The rooftop is ready for you 🍽️🍷
Reservations are now open for our May 29 reopening and the summer season ahead! We can’t wait to welcome you back. 🌼
Link in bio to claim your seat.
05/24/2025
We’re setting the table for an unforgettable summer 🍴
Reservations for our neighborhood rooftop are almost ready! Seasonal dishes, West Town views, and the kind of golden hour that makes you longer a little longer. 🌿
Stay tuned, Homestead returns May 29.
10/01/2024
Homestead is closed for dinner service but fully open for private events ✨
Start planning now, celebrate, and save later!
Book your holiday party at Homestead on the Roof or cater with us by October 31st and receive 10% off your event!
Click here to get the party started: https://www.homesteadontheroof.com/events
09/24/2024
Portuguese scallops with black garlic yogurt
09/21/2024
Chef's favorite ✨
Elevated comfort - Beer Braised Short Ribs
09/19/2024
Perfectly aged and roasted duck, confit legs, grilled asparagus and duck fried rice. This must try dish can be shared!
Address
1924 W Chicago Avenue
Chicago, IL
60622
Option 1: Public transport
Take the Brown Line train towards Kimball and get off at the Chicago station. Walk east on Chicago Ave for approximately 4 minutes and you will arrive at the restaurants.
Option 2: Driving
From the north, take Lake Shore Drive south to exit 47B for Chicago Ave. Turn left onto N Halsted St, then turn right onto W Chicago Ave. The restaurants will be on your left-hand side.
From the south, take I-90/94 West to exit 49B toward Ohio St E. Merge onto W Ohio St, then turn right onto N Halsted St. Turn left onto W Chicago Ave and the restaurants will be on your left-hand side.
Parking:
There is street parking available on Chicago Avenue or surrounding streets. Additionally, there is a paid parking lot located on North Green Street between West Grand Avenue and West Kinzie Street, which is about a 5-minute walk from the restaurants.
Opening Hours
| Wednesday |
5pm - 9pm |
| Thursday |
5pm - 11pm |
| Friday |
5pm - 11pm |
| Saturday |
5pm - 11pm |
| Sunday |
5pm - 9pm |
Alerts
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Contact The Business
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What people say
If you're a fan of Portuguese cuisine, Homestead on W Chicago Avenue is a must-visit restaurant in Chicago. This cozy and intimate rooftop restaurant offers a unique dining experience that combines the best of American and Filipino flavors.
The menu at Homestead is inspired by Chef Bryan Collante's heritage and life travels, resulting in bold and memorable dishes that are sure to leave a lasting impression on your taste buds. The emphasis on sour, sweet, salty, and funky flavors adds an extra layer of complexity to each dish, making them truly unforgettable.
One of the standout features of Homestead is their edible rooftop garden, which provides fresh ingredients for their New American culinary fare. Executive Chef Ivan Valadez and Executive Pastry Chef Chris Teixeira work together to create dishes that are not only delicious but also visually stunning.
The atmosphere at Homestead is cozy and intimate, making it the perfect spot for a romantic dinner or a night out with friends. And with its prime location on W Chicago Avenue, it's easily accessible from anywhere in the city.
Overall, if you're looking for an unforgettable dining experience that combines the best of American and Filipino flavors with fresh ingredients straight from the rooftop garden, Homestead on W Chicago Avenue is definitely worth checking out.