Pita Pocket
Hessenbrug 6, 2000 Antwerpen, BelgiumMiddle Eastern restaurant
Homestead On The Roof
1924 W Chicago Ave, Chicago, IL 60622, United States
Menu and hours last checked
About Homestead On The Roof
Homestead On The Roof, located at 1924 W Chicago Ave, Chicago, IL, is a vibrant Portuguese restaurant that’s become a local favorite. Its laid-back atmosphere invites diners to enjoy a taste of Portugal in the heart of Chicago, offering a cozy spot for a night out or a casual meal with friends. Whether you're in the mood to relax with a glass of wine or indulge in a comforting plate of food, this restaurant has something for everyone.
One of the standout features of Homestead On The Roof is its versatile service options. With outdoor seating available, you can enjoy the fresh air while sipping on a cocktail or beer. If you're in a rush or prefer to eat at home, takeaway is also on the menu. For those who want the full experience, the dine-in service allows you to savor each bite of their delicious offerings in a relaxed, welcoming setting.
The menu is a blend of Portuguese flavors, featuring comfort food and small plates perfect for sharing. Whether you're craving late-night food, a light snack, or something more substantial, Homestead On The Roof has you covered. From hearty vegetarian options to flavorful spirits and cocktails, there’s something to please every palate. They even have a private dining room for special occasions, making it an ideal place for intimate gatherings or celebrations.
The drink menu is just as impressive, offering a variety of alcohol, beer, wine, and cocktails, alongside rich coffee to wrap up your meal. Whether you’re there to enjoy a laid-back drink with friends or looking for a full-course experience, this place has everything you need to unwind and enjoy the best of Portuguese cuisine in a chic, rooftop setting.
Where this information comes from
Prices and dish names are transcribed from the restaurant's printed menu, photographed in August 2026 and reproduced on the menu page. Hours, address and service options come from the restaurant's public business profile. An editor confirmed the restaurant was trading on 4 September 2026. Something wrong? Tell us.
Photos
Business info
Service options
- Outdoor seating
- Takeaway
- Dine-in
Highlights
- Great cocktails
- Great wine list
- Rooftop seating
Popular for
- Dinner
Accessibility
- Wheelchair-accessible entrance
Offerings
- Alcohol
- Beer
- Cocktails
- Coffee
- Comfort food
- Late-night food
- Private dining room
- Small plates
- Spirits
- Vegetarian options
- Wine
Dining options
- Brunch
- Dinner
- Catering
- Dessert
- Seating
- Table service
Amenities
- Bar on site
- Toilet
- Wi-Fi
- Wi-Fi
Atmosphere
- Cosy
- Romantic
- Trendy
- Upmarket
Crowd
- Family friendly
- Groups
- LGBTQ+ friendly
Planning
- Dinner reservations recommended
- Accepts reservations
Payments
- Credit cards
- Debit cards
- NFC mobile payments
- Credit cards
Children
- Kids' menu
Location
1924 W Chicago Ave, Chicago, IL 60622, United States
Diner notes
5 out of 5
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.
5 out of 5
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.
5 out of 5
Homestead on the roof is amazing. I appreciate the staffs and managers kindness to me even though I have autism and their food is amazing and really good. Owner Scott is very nice. The restaurant is in good condition. Amazing pork confit. Must come back. 10/10.
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