Homestead on the Roof

Name: Homestead on the Roof
Address: 1924 W Chicago Ave, Chicago, IL, United States, 60622
Telephone: (773) 332-2354
Price range: $31 to $50
Rating: 3.9

3.9 (750)

$31 to $50

Latin American

1924 W Chicago Ave, Chicago, IL 60622

Make a reservation

2 people

Jul 6, 2025

7:00 PM

Booked 9 times today

About this restaurant

Charming
Great for outdoor dining
Healthy

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, Latin-influenced menu from Chefs Christopher Teixeira and Martin Arellano

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.

Dining areas

Additional information

Dining style
Casual Elegant
Price
$31 to $50
Cuisines
Latin American, Farm-to-table, Contemporary Latin
Hours of operation
Dinner Wed–Sun 5:00 pm–10:00 pm
Phone number
(773) 332-2354
Website
http://www.homesteadontheroof.com/
Payment options
AMEX, Discover, Mastercard, Visa
Dress code
Smart Casual
Executive chef
Chris Teixeira
Catering
Homestead on the Roof does have the capabilities to cater outside events and venues. Please email events@homesteadparties.com
Private party facilities
One of the city's best rooftops with a garden, cobblestone fireplace, rustic candlelit chandelier, & vine-climbing pergola, Homestead is a premier year round destination for your most special events and corporate buyouts.
Private party contact
Jena Cherry: (773) 904-1149

Location
1924 W Chicago Ave, Chicago, IL 60622
Neighborhood
West Town
Cross street
Winchester (entrance through ROOTS HANDMADE PIZZA)<br />
Parking details
Metered parking available all along Chicago Avenue & Winchester.
Public transit
Damen Ave "50" CTA bus. Chicago Ave "66" CTA bus.
Entertainment
None
Additional
Banquet, Bar/Lounge, Beer, Cocktails, Full Bar, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Wine

Private dining

What 750 people are saying

Homestead on the Roof reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

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

3.9

3.9 based on recent ratings

3.9Food
3.4Service
4.6Ambience
3.8Value

Noise • Moderate

750 Reviews

S
Sandie VIP
Chicago / Illinois1 review
4.0
Dined on June 25, 2025
1. Overall 4
2. Food 4
3. Service 4
4. Ambience 4
We chose to dine at this restaurant for the first time based upon the menu posted online, which listed a mostly Portuguese menu. Further, the restaurant is identified online as "Portuguese." We were disappointed to view the menu when we arrived, which does not have many of the items viewed online. The menu now states this is a "Latin" restaurant, and the server described the menu as Mexican with some Portuguese fusion. We felt misled by the information online and encourage the restaurant to update their online information. While the food and the service was good overall, we have no plans to return to this restaurant because we can go somewhere closer to home for tacos.
Is this helpful?
V
Victoria
Chicago / Illinois4 reviews
5.0
Dined on June 20, 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Delicious food and beautiful cozy ambiance. 10/10 would come back!
Is this helpful?
a
alexis VIP
Chicago / Illinois1 review
3.0
Dined on June 13, 2025
1. Overall 3
2. Food 3
3. Service 1
4. Ambience 4
Service was not great, celebrating an engagement and was not asked what we were celebrating, drinks came out with check
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R
Ryan
Chicago / Illinois1 review
5.0
Dined on June 11, 2025
1. Overall 5
2. Food 1
3. Service 1
4. Ambience 5
Our server never asked us if we wanted to order mains. In 45 mins it took to get our apps we were not asked once what we wanted for mains. Constantly asked about drinks.. were they just trying to extend our table bill? We ended up leaving before ordering mains as we didn't want to wait to be asked or for the food to arrive timely. Hope next time is a better experience!
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J
Jen
Chicago / Illinois3 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.
Is this helpful?
OT
OpenTable Diner VIP
Detroit / Eastern Michigan1 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 VIP
Chicago / Illinois7 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
Minneapolis - St. Paul2 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 Francisco Bay Area5 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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FAQs

Homestead on the Roof is rated 3.9 stars by 750 OpenTable diners.

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

Make a reservation

2 people

Jul 6, 2025

7:00 PM

Booked 9 times today

1924 W Chicago Ave, Chicago, IL 60622

Dining areas

Additional information

Cross street
Winchester (entrance through ROOTS HANDMADE PIZZA)<br />
Neighborhood
West Town
Hours of operation
Dinner Wed–Sun 5:00 pm–10:00 pm
Price
$31 to $50
Cuisines
Latin American, Farm-to-table, Contemporary Latin
Dining style
Casual Elegant
Dress code
Smart Casual
Parking details
Metered parking available all along Chicago Avenue & Winchester.
Public transit
Damen Ave "50" CTA bus. Chicago Ave "66" CTA bus.
Payment options
AMEX, Discover, Mastercard, Visa
Executive chef
Chris Teixeira
Entertainment
None
Additional
Banquet, Bar/Lounge, Beer, Cocktails, Full Bar, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Wine

Website
http://www.homesteadontheroof.com/
Phone number
(773) 332-2354
Catering
Homestead on the Roof does have the capabilities to cater outside events and venues. Please email events@homesteadparties.com
Private party facilities
One of the city's best rooftops with a garden, cobblestone fireplace, rustic candlelit chandelier, & vine-climbing pergola, Homestead is a premier year round destination for your most special events and corporate buyouts.
Private party contact
Jena Cherry: (773) 904-1149

Homestead on the Roof

Make a reservation

About this restaurant

Dining areas

Additional information

Private dining

The Rooftop

Homestead's Interior Dining Room

Custom inquiry

Menu

What 750 people are saying

Overall ratings and reviews

FAQs

How is Homestead on the Roof restaurant rated?

Is Homestead on the Roof currently accepting reservations?

Make a reservation

Dining areas

Additional information