This restaurant added safety precaution details

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Homestead on the Roof

4.7
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674 Reviews
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$31 to $50
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Contemporary Latin
Homestead On The Roof— our cozy rooftop restaurant— is tucked away above Roots Handmade Pizza in the heart of West Town & features farm-fresh seasonal fare from Chef Ivan Valdez.

The warm & cozy interior features a seasonally rotating tasting menus, 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 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.

Support Homestead on the Roof during COVID-19

Safety precautions

Cleaning & Sanitizing
  • Surfaces sanitized between seatings
  • Common areas deep cleaned daily
  • Digital, disposable or sanitized menu provided
  • Sanitizer or wipes provided for customers
Social Distancing
  • Limited number of seated diners
  • Distancing maintained in common areas
  • Extra space between tables
  • Sick staff prohibited in the workplace
Personal Protective Equipment
  • Waitstaff wear masks
  • Diners must wear masks unless eating or drinking
What 674 people are saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.7based on recent ratings
4.6
food
4.7
service
4.7
ambience
4.3
value
Noise · Moderate
95% of people would recommend it to a friend
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H
Helen
Orlando
2 reviews
Dined 7 days ago
Overall5food5service5ambience5

Food is delicious. Ambiance is wonderful. Service is exceptional!

Homestead on the Roof
Responded 3 days ago

Thank you Helen for taking the time to rate and review your experience with us! We are glad you enjoyed everything! We hope to see you again soon before the season ends!

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OT
vipOpenTable Diner
Chicago
4 reviews
Dined 7 days ago
Overall5food5service5ambience5

Easily one of the best meals I’ve ever had. The restaurant itself is beautiful and the ambiance was wonderful (even on a somewhat chilly September evening). We got the bread platter and elotes, which blew our minds. The brioche was some of the flakiest and most flavorful breads I’ve ever tasted. Then we got the chicken thigh and al pastor tacos— both of which were cooked to perfection. The homemade corn taco kicked it to the extreme. Honestly wish I could relive this meal. Side note, the staff was wonderful and attentive and made the experience even better.

Homestead on the Roof
Responded 3 days ago

Thank you for taking the time to rate and review your experience with us! We are so happy you had such a wonderful experience! We take great pride in all of our food, drinks, and service so it's great to know you enjoyed everything! We hope to see you again before the season ends!

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KK
KimK
Chicago
3 reviews
Dined 7 days ago
Overall5food5service5ambience5

Excellent service, delicious food and cocktails. All waitstaff in masks and following precautions. So happy to have found this hidden gem! We will be back.

Homestead on the Roof
Responded 3 days ago

Thank you Kim for taking the time to rate and review your experience with us! We take our COVID restrictions and guidelines very seriously, so we are happy to know you felt safe dining with us! Also happy to hear you enjoyed all our menu has to offer! We hope to see you again soon before we close for the season!

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CS
CamilleS
Fayetteville
1 review
Dined on September 18, 2020
Overall5food5service5ambience5

Amazing food. The mussels, elote, and tacos (chicken and mushroom) are to die for. Going to be sad when it closes for the season!

Homestead on the Roof
Responded 3 days ago

Thank you Camille for taking the time to rate and review your experience with us! We are sad we will be closing for the season soon too, but glad you came and enjoyed everything we have to offer! Hopefully we see you one more time before the season is over!

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R
vipRaybanjay
Hawaii
16 reviews
Dined on September 12, 2020
Overall5food5service5ambience4

Gabriel was fantastic. He knew the menu, like the back of his hand. The food was excellent as well. We would love to check out the brunch very soon.

Homestead on the Roof
Responded on September 16, 2020

Thank you for taking the time to rate and review your experience with us! We will pass along your compliments to Gabriel! Homestead doesn't serve brunch at the moment, but West Town Bakery & Diner located right below us do! We hope to see you there soon!

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c
chichaz
Chicago
4 reviews
Dined on September 3, 2020
Overall5food5service5ambience5

The service at this spot is a real standout. I mean the ambiance and food are also amazing, but the service will really push you over the edge in a good way! So friendly, personable, attentive, knowledgeable, etc. Simply excellent!

Homestead on the Roof
Responded on September 9, 2020

Thank you for taking the time to rate and review your experience with us! We are happy to hear you enjoyed all aspects of your experience! We will pass along your compliments to the rest of our staff! We hope to see you again soon before the season ends!

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L
amyL
Chicago
3 reviews
Dined on September 3, 2020
Overall5food5service5ambience5

What a great experience, all around! Definitely recommend!

Homestead on the Roof
Responded on September 9, 2020

Thank you Amy for taking the tie to rate and review your experience with us! We are glad you enjoyed your time with us! We hope to see you again soon before the season ends!

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a
anns
1 review
Dined on August 30, 2020
Overall3food2service5ambience5

The rooftop itself is lovely. Service was fine. You can’t get the pizza on the rooftop. It’s Mexican Farr only.The food was half as good and 3 times the price of Antique Taco. We would only go back for drinks and the ambiance.

Homestead on the Roof
Responded on September 3, 2020

Thank you Ann for taking the time to rate and review your experience with us! We are part of the same company as Roots, but we are a separate restaurant so we do have a different menu! We are glad you were still able to enjoy our drinks and nice rooftop garden setting! We appreciate the honest feedback as it is one of the only ways we can continue to improve especially in these difficult times. Please reach out to General Manager, Lisa, at lmangiameli@thefifty50com with any other feedback.

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MS
MeganS
1 review
Dined on August 29, 2020
Overall5food5service5ambience5

I can’t rave enough! I was instantly pleased with the service and friendliness of staff -they created an amazing atmosphere. As if that wasn’t enough, the food and cocktails were incredible. I will definitely recommend this place to all of my fiends looking for a delicious (and Covid-conscious ) place to eat in Chicago.

Homestead on the Roof
Responded on September 3, 2020

Thank you Megan for taking the time to rate and review your experience with us! We are glad you enjoyed all aspects of your experience! We take our Covid restrictions very seriously so we are happy to hear you felt comfortable dining with us! We will pass along your compliments to the rest of our staff! We hope to see you again soon before the season ends!

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W
vipWinnie
Chicago
48 reviews
Dined on August 27, 2020
Overall5food5service5ambience5

My favourite for outdoor dining! The garden and trellises among ths tables provide a charming venue. Exceptional wait staff are knowledgeable and friendly making the dining a most pleasant experience. The food is delish and beautifully presented.

Homestead on the Roof
Responded on September 3, 2020

Thank you Winnie for taking the time to rate and review your experience with us! We are glad you enjoyed your experience in our beautiful garden! We will pass along your compliments to the rest of our staff! We hope to see you again soon!

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F
vipFamilybrown
Chicago
51 reviews
Dined on August 26, 2020
Overall5food5service5ambience4

What a fabulous spot for a date or dinner with friends

Homestead on the Roof
Responded on August 29, 2020

Thank you for taking the time to rate and review your experience with us! We are happy you enjoyed your experience on our rooftop patio! We hope to see you again soon!

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m
vipmkr68
Chicago
75 reviews
Dined on August 22, 2020
Overall4food4service5ambience5

Overall really good food and service. Rooftop is a great spot. Appetizers were really good. Tacos were just okay - we had the pork tacos which were good but could have used a bit more flavor. Chicken tacos were very bland.

Homestead on the Roof
Responded on August 29, 2020

Thank you for taking the time to rate and review your experience with us! We appreciate your feedback on your appetizers and tacos! Honest feedback is the only way we continue to improve especially in these difficult times. We'd love to hear more about your experience, please reach out to General Manager, Lisa Mangiameli, lmangiameli@thefifty50com. We look forward to hearing from you and hope to see you again soon!

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m
mary
Chicago
11 reviews
Dined on August 22, 2020
Overall3food5service5ambience2

we were sitted on a crickety old porch next to a RTU that was covered . When booking the reservation the other rooftop area was shown however there was no table available so we were seated on the other side of the roof. HOWEVER; the service and food was fabulous. I would definately recommend and go back but would specify I want to sit on the pretty rooftop venue

Homestead on the Roof
Responded on September 3, 2020

Thank you Mary for taking the time to rate and review your experience with us! Unfortunately due to Covid-19 we have a very limited number of tables we can put on that section of the rooftop. We are glad you enjoyed the rest of your experience even though you didn't get your preferred spot on the patio. We'd love to have you back this season and we'd make sure you could be on the upper deck patio. Please reach out General Manager, Lisa, at lmangiameli@thefifty50com. Hope to hear from you soon.

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TM
TrevorM
1 review
Dined on August 21, 2020
Overall3food5service5ambience2

After making reservation, which didn’t make a distinction between inside and outside; they said our reservations were for inside and would refuse to seat us at the open tables in the outdoor patio area. Hostess refused even after showing the open table reservation.

Homestead on the Roof
Responded on September 3, 2020

Thank you Trevor for taking the time to rate and review your experience with us! We understand that booking a spot on the rooftop on Opentable can be a little bit confusing and frustrating. We are sorry to hear you weren't able to get your ideal spot on the patio. We'd love to invite you back and make sure you can have a spot on the upper-deck rooftop. Please contact our General Manager, Lisa, at lmangiameli@thefifty50com. We hope to hear from you soon.

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RP
RaysheenP
1 review
Dined on August 21, 2020
Overall5food5service5ambience5

Ambience is beautiful at Homestead. The food is delicious and the service is top notch. Gabriel really knew his stuff and we enjoyed his recommendations. The mussels and chicken thigh tacos were amazing.

Homestead on the Roof
Responded on August 26, 2020

Thank you, Raysheen, for taking the time to rate and review your experience with us! We are glad you enjoyed all aspects of your experience! We will pass along your compliments to Gabriel as well! We hope to see you again soon before the season ends!

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GG
vipGinaG
Chicago
1 review
Dined on August 21, 2020
Overall5food5service5ambience5

Really beautiful dinner. We had a great time and the service was outstanding!

Homestead on the Roof
Responded on August 26, 2020

Thank you, Gina, for taking the time to rate and review your experience with us! We are glad you enjoyed your experience and we hope to see you again soon!

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B
Brett
Chicago
1 review
Dined on August 16, 2020
Overall5food5service5ambience5

Great ambiance. Great precaution with COVID. Food was incredible, only wish I was able to eat and try more! Will hopefully be back soon to enjoy before the season changes.

Homestead on the Roof
Responded on August 21, 2020

Thank you Brett for taking the time to rate and review your experience with us! We are glad you enjoyed all aspects of your experience! We take our Covid restrictions very seriously so we are glad you felt comfortable dining with us! We hope to see you again soon!

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E
vipElle
Chicago
17 reviews
Dined on August 15, 2020
Overall3food3service4ambience2

I was under the impression that the actual restaurant was located in a outdoor, rooftop garden. Instead, the restaurant has a few different dining areas- one being an outdoor, rooftop garden. So make sure you call first, to see where they have availability & where they plan on putting you. We were seated in a sort of “hallway.” The floor boards of the hallway were so bouncy, making it hard to sip drinks any time servers walked by. Kind of a bummer. Drinks & food were good- pretty small menu. Main course took a while to be served.

Homestead on the Roof
Responded on August 26, 2020

Elle, thank you for taking the time to rate and review your experience with us! Honest feedback is the only way we can continue to improve especially in these difficult times. Unfortunately due to Covid, we only seat about 14 tables on the upper patio, which is less than half of the capacity in other years. We'd love to talk more about this issue and how we do our best to deal with these situations. Please reach out to our GM, Lisa, at lmangiameli@thefifty50com. We hope to hear from you soon!

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s
vipsinglepayer
Chicago
1 review
Dined on August 15, 2020
Overall5food5service5ambience5

The food was delicious, the staff were pleasant and very accommodating.

Homestead on the Roof
Responded on August 21, 2020

Thank you for taking the time to rate and review your experience with us! We are glad you enjoyed your food and took notice of our attentive service staff! We hope to see you again soon!

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J
vipJohn
Chicago
5 reviews
Dined on August 14, 2020
Overall3food4service2ambience3

Servers were either short staffed or not paying much attention, but all in all food and drinks arrived fast and was tasty.

Homestead on the Roof
Responded on August 26, 2020

Thank you, John, for taking the time to rate and review your experience with us! We apologize that we missed the mark on some aspects of your experience! We take pride in our quick and attentive service and clearly we missed the mark during your time with us. We do appreciate the honest feedback as it is one of the only ways we can continue to improve during these times. Please reach out to GM, Lisa Mangiameli, at lmangiameli@thefifty50com. We look forward to hearing from you.

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e
echristmas
Chicago
49 reviews
Dined on August 14, 2020
Overall4food4service4ambience4

great atmosphere, really tasty well though out food, imaginative cocktails and the friendliest staff around. Homestead hit a home run with us. we'll be back soon. already sent a friend

Homestead on the Roof
Responded on August 26, 2020

Thank you for taking the time to rate and review your experience with us! We are glad to see you enjoyed the majority of your experience with us! We always encourage honest feedback as it is one of the only ways we can continue to improve, especially in these difficult times. Please reach out to General Manager, Lisa Mangiameli, at lmangiameli@thefifty50com if you have any feedback to share. We look forward to hearing from you and hope to see you again soon.

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SJ
SJLIII
San Francisco
3 reviews
Dined on August 12, 2020
Overall5food5service3ambience5

Food was absolutely delicious. A little on the pricier side for some of the items, but the flavor makes up for it. The ambiance is great, giving you the feel of an outdoor patio with the privacy of a rooftop, but only one story up. Almost feels like you are on a neighbor's deck. The servers were very friendly, but there was confusion about who our server actually was, when multiple showed up to take our orders various times. And you are also required to order all food at once, not being able to add items later, which is inconvenient. Not to mention that one of the deserts took over 30 minutes to come out, when the other ones came right away. Maybe there was some chaos given Covid, I'm not really sure. But the flavors put together by the chef made the minor difficulties worth it. Totally recommend it.

Homestead on the Roof
Responded on August 21, 2020

Thank you for taking the time to rate and review your experience with us! We are glad you enjoyed your dining experience even with the couple hick-ups experienced during service. We also appreciate the feedback you have given us, honest feedback is the only way we can continue to improve especially in these difficult time. We hope to see you again soon!

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OT
OpenTable Diner
Chicago
2 reviews
Dined on August 9, 2020
Overall5food5service5ambience5

I won another date. The food was awesome!!

Homestead on the Roof
Responded on August 15, 2020

Thank you for taking the time to rate and review your experience with us! We are glad you enjoyed your food and overall experience! We hope to see you again soon on your next date night!

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OT
OpenTable Diner
Chicago
1 review
Dined on August 9, 2020
Overall5food5service5ambience5

Excellent meal from start to finish! They ran out of the mussels app so we will need to come back to try it.

Homestead on the Roof
Responded on August 15, 2020

Thank you for taking the time to rate your experience with us! We are glad you enjoyed your experience and we hope to see you again soon to try our mussel dish!

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HP
HelderP
Chicago
1 review
Dined on August 9, 2020
Overall5food5service5ambience5

Amazing food and service. Definitely somewhere I will be coming back.

Homestead on the Roof
Responded on August 21, 2020

Thank you Helder for taking the time to rate and review your experience with us! We are so glad you enjoyed all aspects of your experience! We hope to see you again soon!

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J
Jorge
Chicago
7 reviews
Dined on August 6, 2020
Overall5food5service5ambience5

Excited to be back here, was here a few years back and had an aged streak. Unfortunately, due to COVID, there’s a limited menu but it still does not disappoint. We ordered two different taco plates chicken and brisket, amazing, sauces paired with them were on point, not too spicy , not too light. We also tried the NY strip, cooked to perfection and complimented by a bed of sweet corn and caramel used onions, delicious! The pork belly app was phenomenal also posted with a not so hot green sauce. I’m glad this place is still around, the atmosphere and vibes from this place are very comfortable. Definitely will not be waiting years to go back.

Homestead on the Roof
Responded on August 15, 2020

Jorge, thank you so much for taking the time to write such a detailed review of your experience! We are glad you enjoyed your experience with our new menu! We hope to see you again soon!

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SP
vipShilpaP
Chicago
5 reviews
Dined on August 6, 2020
Overall5food5service5ambience5

Our waitress (I forgot her name ) was great! So was the hostess .

Homestead on the Roof
Responded on August 15, 2020

Thank you Shilpa for taking the time to rate and review your experience with us! We are glad you enjoyed your experience! We will pass along your compliments to Christine! We hope to see you again soon!

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c
cmk1250
Chicago
2 reviews
Dined on August 6, 2020
Overall5food4service5ambience5

Had a great dining experience at Homestead and would recommend. They do a great job with safety precautions and spaced out tables.

Homestead on the Roof
Responded on August 15, 2020

Thank you for taking the time to rate and review your experience with us! We take our health and safety guidelines very seriously so we are happy to know you felt comfortable throughout your experience. We hope to see you again soon!

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OT
OpenTable Diner
Chicago
2 reviews
Dined on August 5, 2020
Overall5food5service5ambience5

Excellent tacos. Pretty cool spot.

Homestead on the Roof
Responded on August 15, 2020

Thanks for taking the time to rate and review your experience with us! We are glad you enjoyed your experience and your tacos! We think it's a pretty cool spot too! We hope to see you again soon!

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OT
OpenTable Diner
San Francisco
3 reviews
Dined on August 5, 2020
Overall5food5service5ambience5

Wonderful ambience, amazing food, great service, good drinks!

Homestead on the Roof
Responded on August 15, 2020

Thanks for taking the time to rate and review your experience with us! We are so glad you enjoyed your experience and we hope to see you again soon!

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J
vipJen247
Chicago
78 reviews
Dined on July 31, 2020
Overall3food5service2ambience2

This was our first time at Homestead on the Roof - we were attracted by the summer menu and the gorgeous roof top reviews so I we were a little surprised when we were ushered to the only table available INSIDE in a not very welcoming and physically distanced, loudish bar area. Essentially the table by the bathrooms. In hindsight I should have insisted that we wait for the next available table outdoors. The food was delicious and the staff were obviously working hard but they needed to be loud in order to communicate and it colored our experience - and not in a good way. Ambiance can be so important. Also - I was disappointed to learn that the had no hard cider options left. I ordered the sangria which was just OK. I will give it another try and hope for a better experience.

Homestead on the Roof
Responded on August 4, 2020

Hi Jen, thank you for sharing your feedback with us, it is the only way we can continue to improve. While we strive to give every guest an al fresco experience, compliance with COVID guidelines can sometimes result in wait times for the deck. I am glad to hear that you did enjoy the food though and would love to welcome you back. Do not hesitate to reach out to me directly at lmangiameli@thefifty50 so I can secure an upperdeck table for you. Looking forward to hearing from you!

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KB
vipKristenBrittany
Chicago
11 reviews
Dined on July 31, 2020
Overall3food3service4ambience4

For the price, the food was just okay. I was also disappointed that we were seated on a high top in the walkway, behind the hostess stand- not on the actual rooftop. I really wanted to experience the rooftop since this was our first time here. They states our reservation was only 90 minutes but we didn’t get our food until 30 minutes before our reservation ended. The staff was friendly which is why I am giving 3 stars. We would’ve enjoyed our experience if we had a better ambiance/table.

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you for sharing your feedback with us. While I'm disappointed to hear you were underwhelmed with the food and your table, I'd love to welcome so you can have a true al fresco Homestead experience! Please do not hesitate to reach out to me directly at lmangiameli@thefifty50 so I can facilitate your reservation. I hope to hear from you soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 31, 2020
Overall5food5service5ambience5

Wonderful experience. Amazing food and drinks. Exceptional service.

Homestead on the Roof
Responded on August 15, 2020

Thanks for taking the time to rate and review your experience with us! We are so glad you enjoyed your experience and we hope to see you again soon!

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A
Alexander
1 review
Dined on July 31, 2020
Overall5food5service5ambience5

Ambience, service and food was phenomenal. Great spot, with rotating menus each summer. Definitely a must add to your summer food tour.

Homestead on the Roof
Responded on August 4, 2020

Hi Alexander, thank you so much for the great review! We are very proud of Chef Ivan's menu this summer and hope you'll be back soon to taste more of his dishes. Thank you for your continued support, stay healthy and be well! -Lisa Mangiameli, GM

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UD
UmaD
Chicago
1 review
Dined on July 30, 2020
Overall5food5service5ambience5

Very pretty outside restaurant, above a pizza place. Lots of wood, and nice garden to look at. A wall separates the restaurant from the street so it quiet. Tables are spread apart, so feel secure. Waiters all gloved and masked. Food was unexpectedly great. Brisket tacos, using brisket they prepare there. Some type of steak, very well and simple seasoning, perfectly cooked on top of bed of creamy corn. Desert some type of flan. Overall highly impressed, would go back again.

Homestead on the Roof
Responded on August 4, 2020

Hi Uma, thank you so much for your incredibly thoughtful review! We have worked very hard this season to provide safe and secure service for both our guests and staff, we really appreciate you pointing that out. Chef Ivan's menu has been incredible and we are so glad you enjoyed your al fresco experience with us! I hope to see you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
3 reviews
Dined on July 29, 2020
Overall5food5service5ambience5

Wonderfully tasting homemade tortillas!!

Homestead on the Roof
Responded on August 4, 2020

Thank you so much for taking the time to show your support with a positive rating. I am so glad to hear that enjoyed our house tortillas, they are made fresh everyday! We hope to welcome you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 26, 2020
Overall5food5service5ambience5

We selected homestead for a birthday outing. Gabriel, our server, was outstanding. He was engaging and knowledgeable. The food was delicious and we enjoyed dining outdoors in the charming venue. We will come again, for sure.

Homestead on the Roof
Responded on August 4, 2020

Thank you so much for the thoughtful review, Gabriel will be thrilled to hear that his service helped enhance your group's birthday celebration! Come back and visit us anytime to soak in the views and try out some of our other menu items. Thanks again for your support, stay healthy and be well! -Lisa Mangiameli,GM

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FF
FoodieFamily
Chicago
6 reviews
Dined on July 25, 2020
Overall5food5service4ambience5

We had 9:45pm reservations, Altho we got there early we were seated 10:40 than rushed to order & eat as restaurant closes 12 midnight. Note “outdoor” reservation is not the case until a table opens up.

That said, new menu was delicious! Will definitely be back. Service was good just rushed. Cheers to new chef & concept!

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you so much for sharing your feedback with us! While I am thrilled to hear that you thoroughly enjoyed both food and service, I'm disappointed that you felt rushed. We are working very hard to ensure that COVID guidelines do not affect anyone's experience with us and we appreciate your patience and understanding as we continue to improve. Thanks again for your support, we hope to welcome you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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PE
vipPE64
Chicago
46 reviews
Dined on July 25, 2020
Overall5food5service5ambience4

Great food , unique atmosphere with service above what you would expect at this price point

Homestead on the Roof
Responded on August 4, 2020

Thank you for the wonderful review and the service shoutout! I'm so glad you enjoyed your al fresco experience with us. We hope to see you back soon so you can try out more of this season's killer menu. Thanks again for your support, stay healthy and be well! -Lisa Mangiameli, GM

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KK
KarenK
1 review
Dined on July 25, 2020
Overall5food5service5ambience5

It was so beautiful and my family said they felt like they were on vacation. I had the steak and it was delicious.

Homestead on the Roof
Responded on August 2, 2020

Hi Karen, thank you so much for your kind words, I'm thrilled to hear that we were able to provide you and your family with and al fresco get away! The NY Strip does not disappoint, we hope to see you back soon to experience more of the menu, come visit anytime you need a mini vacation! -Lisa Mangiameli, GM.

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FAQs

Homestead on the Roof is rated 4.7 stars by 674 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable. Due to local restrictions, this restaurant may not be accepting reservations at the moment.

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