Homestead on the Roof

4.4

748 Reviews

$50 and over

Portuguese

Make a reservation

2 people

Mar 18, 2025

7:00 PM

Great for outdoor dining
Romantic
Innovative

Homestead On The Roof— our cozy rooftop restaurant— is tucked away above Roots Handmade Pizza in the heart of West Town & features a farm-fresh Portuguese-influenced menu from Chef Christopher Teixeira.

The warm & cozy interior features a seasonally rotating tasting menu, which incorporates ingredients from our own farm and local vendors into our nationally recognized cuisine.

The magic of Homestead is its 85-seat outdoor rooftop patio with a full view of the L-shaped, 3,000-square-foot organic rooftop garden, two massive, vertical hanging gardens, dozens of planter boxes full of fruits, veggies, and herbs, and a fireplace.

Additional information

Location
1924 W Chicago Ave, Chicago, IL 60622
Phone number
(773) 332-2354
Price
$50 and over
Cuisines
Portuguese, Farm-to-table, Contemporary European
Hours of operation
Thu–Sat 5:00 pm–11:00 pm Dinner Wed, Sun 5:00 pm–9:00 pm
Dress code
Smart Casual
Parking details
Metered parking available all along Chicago Avenue & Winchester.
Payment options
AMEX, Discover, Mastercard, Visa
Executive chef
Chris Teixeira

Private dining

What 748 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.4

4.4 based on all time ratings

4.4Food
4.3Service
4.6Ambience
3.1Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews

Homestead on the Roof offers a "beautiful rooftop" ambiance with a "laidback but beautiful aesthetic," making it a "hidden gem" in Chicago. The restaurant features "amazing food," particularly the "duck fried rice" and "flan," with attentive staff and a seasonal menu. However, service can be inconsistent at times.

748 Reviews

J
Jen
Chicago2 reviews
5.0
Dined on September 25, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Outstanding all around, a Wonderful hidden gem! Love this place.
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OT
OpenTable Diner VIP
Detroit1 review
5.0
Dined on September 20, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Awesome experience, friendly waiter Nigel was great. Food was stellar. Place was a little hard to find but overall excellent evening with them.
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A
Amanda
Chicago7 reviews
5.0
Dined on September 16, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Food is wonderful (we shared the whole duck dinner) and the rooftop garden is such a beautiful place to eat on a perfect Chicago evening.
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M
Matt
Austin1 review
5.0
Dined on September 15, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 4
Awesome secret spot with fantastic Portuguese cuisine.
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M
Michelle
Minneapolis2 reviews
1.0
Dined on September 14, 2024
1. Overall 1
2. Food 2
3. Service 1
4. Ambience 4
We got seated 35 minutes after our reservation time, our server was barely attentive and had poor table side manner and food was pretty mediocre especially for the price. Overall, disappointed.
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N
Nicholas VIP
San Francisco5 reviews
4.0
Dined on September 2, 2024
1. Overall 4
2. Food 4
3. Service 1
4. Ambience 4
Food was great. Service was very slow at a half full restaurant. Also the table that sat down after us was served before us.
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G
Gloria VIP
Chicago10 reviews
2.0
Dined on August 25, 2024
1. Overall 2
2. Food 3
3. Service 1
4. Ambience 3
I would not suggest dining here. The roof top was ok but the service was very poor and food just ok. The server apologized that they were understaffed but that didn’t compensate for not getting our drinks timely, trying to understand the wine selection and food preparation. Sad to say take this one off your list
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E
Eric VIP
Chicago1 review
4.0
Dined on August 24, 2024
1. Overall 4
2. Food 4
3. Service 4
4. Ambience 5
Duck fried rice a bit salty for my liking but otherwise great food and ambience
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C
Chrisy
Chicago5 reviews
5.0
Dined on August 23, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Lovely experience all around! Excellent menu and presentation- enjoyed the octopus, scallops and short rib in particular, but everyone was exceptional. Cocktails, service and ambience perfect setting both for group or date night. Great music too- highly recommend
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J
Jeffrey D VIP
Los Angeles7 reviews
5.0
Dined on August 21, 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Dinner was wonderful and the staff was really friendly!
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FAQs

Homestead on the Roof is rated 4.4 stars by 748 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people

Mar 18, 2025

7:00 PM

1924 W Chicago Ave, Chicago, IL 60622

Additional information

Phone number
(773) 332-2354
Price
$50 and over
Cuisines
Portuguese, Farm-to-table, Contemporary European
Hours of operation
Thu–Sat 5:00 pm–11:00 pm Dinner Wed, Sun 5:00 pm–9:00 pm
Dress code
Smart Casual
Parking details
Metered parking available all along Chicago Avenue & Winchester.
Payment options
AMEX, Discover, Mastercard, Visa
Executive chef
Chris Teixeira

Homestead on the Roof

Make a reservation

Additional information

Private dining

The Rooftop

Homestead's Interior Dining Room

Custom inquiry

Menu

What 748 people are saying

Overall ratings and reviews

Review summary

FAQs

How is Homestead on the Roof restaurant rated?

Is Homestead on the Roof currently accepting reservations?

Make a reservation

Additional information