Homestead on the Roof

4.4
558 reviews
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$31 to $50
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Contemporary American
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 Executive Chef Jesse Badger.

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.
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What Insiders Are Saying

The Infatuation
7.7

So many farm-to-table restaurants, zero farms around. Homestead changes that a bit by growing vegetation on site.

Ratings 7.5-8.0:These are restaurants that are reliable, tasty, and particularly good for whatever we have deemed them “Perfect For.” Hit up a 7.7 for Date Night with confidence, as long as you don’t need the restaurant to be the most interesting thing that happens that night.
What 558 People Are Saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.4based on recent ratings
4.3
food
4.6
service
4.5
ambience
4.1
value
Noise · Quiet
88% of people would recommend it to a friend
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R
New York Area
24 reviews
Dined 3 days ago
Overall 5food 5service 5ambience 5

Loved everything. The only issue was the acoustics are awful. VERY loud, people have to yell to be heard. Would be great to find a way to adjust this...even just a little bit!

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TS
Chicago
4 reviews
Dined 3 days ago
Overall 5food 5service 5ambience 5

I love this place! Everything about it is fantastic. The food , service, ambiance, couldn't have been any better. Sarah our server was great and very helpful with recommendations. The bread basket is a must have. Living in the western suburbs we had about a 30 mile drive to get there but it was well worth the drive. We will definitely do it again!!

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A
1 review
Dined 3 days ago
Overall 3food 4service 4ambience 2

We requested outdoor rooftop as we were celebrating a special occasion. We were seated indoors where it was very bright and loud. We couldn’t hear each other or the waiter. Completely different vibe than the quiet rooftop that we wanted for my father’s 60th birthday. I felt embarrassed that my family came from out of town and I took them to a restaurant that felt like a noisy high school cafeteria. The outdoor area was about half full of other patrons. I don’t understand why they couldn’t honor our request for outdoor seating. Disappointing in that it created a completely different experience.

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JE
Chicago
2 reviews
Dined 4 days ago
Overall 4food 5service 4ambience 5

I had a great time whole here. The service could have been a little bit better but the food was delish. I highly recommend this place for anyone.

Just needs to work on the service. Tonight my server seemed stressed, cause of the sweat coming off his face, but the restaurant was not busy.

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n
Thailand
4 reviews
Dined on May 12, 2019
Overall 1food 1service 3ambience 3

I went here a few years ago when it first opened and it was great. I decided to return for Mother’s Day which happened to be a brunch. The selection and food were both terrible. It reminded me of a continental breakfast at a cheap hotel. It’s no wonder there were only four tables dining. This place sadly has gone downhill. I definitely won’t be returning and advise others to look elsewhere.

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EL
Washington DC
1 review
Dined on May 12, 2019
Overall 5food 5service 5ambience 5

Service and food were outstanding. Love the ambiance.

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PH
Chicago
4 reviews
Dined on May 12, 2019
Overall 5food 5service 5ambience 5

Sunday Mother’s Day Brunch was incredible. I would highly recommended for their special brunch dates.

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AG
1 review
Dined on May 3, 2019
Overall 5food 4service 5ambience 5

The food was really good! Highly recommend the Raclette and Fried Chicken. Service was helpful and quick. With the weather was better to eat outside, but the space is beautiful!

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LS
Chicago
3 reviews
Dined on April 21, 2019
Overall 5food 4service 5ambience 5

My wife & I went for Easter brunch and really enjoyed ourselves. The space is amazing on a secluded, yet open rooftop that gave us plenty of sunlight in the early afternoon. The buffet was very good, but is probably not representative of the normal fare served on a daily basis. The staff was very friendly and attentive. We had a great time and can't wait to go back once it opens up for dinner in a couple of weeks.

Homestead on the Roof
Responded on April 26, 2019

Lee, Thank you so much for the kind words! It could not have been a more beautiful day on the roof. And you are correct, our buffets are more traditional whereas our Homestead menu is inventive and seasonally inspired. We open for our regular season Saturday, May 4 and hope you will stop by to see what our chefs have created! Please feel free to introduce yourself to either myself or my assistant manager, Aldo. I look forward to your next visit! Best, Liz, GM

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TL
Chicago
1 review
Dined on April 21, 2019
Overall 5food 5service 5ambience 5

Went for the Easter Sunday Brunch and it was great. Cant speak for the normal menu but if its anything like the brunch it is going to be good.

Homestead on the Roof
Responded on April 26, 2019

Tim, Thank you for joining us on Easter! The buffet had quite the spread :) We open for our regular reason on Saturday, May 4th, so please come and see us again soon. We have an exciting and delicious menu planned! Best, Liz, GM

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AP
1 review
Dined on April 21, 2019
Overall 3food 3service 3ambience 3

Went to the Easter brunch. Not bad, not great. We got four drinks (two each) which basically doubled the price. For the amount of money spent, the overall value just didn't measure up. I have spent the same amount of money for some of the best meals/experiences I have ever had. Willing to give the restaurant another shot, but will not go to another brunch buffet. The staff didn't seem prepared when the first opened.

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OT
Chicago
5 reviews
Dined on February 7, 2019
Overall 5food 4service 5ambience 5

It was a wonderful evening- the food was lovely and I enjoyed the personalized service!

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JE
1 review
Dined on February 2, 2019
Overall 5food 5service 5ambience 5

It was only open because of Restaurant week. Usually closed in the wintertime but open when the weather gets better. Heard they have a really nice garden worth checking out.

I recommend the place. Chill atmosphere, serveice was great, and food was good. A little confusing to get there since it's a "restaurant in a restaurant" but I would suggest it to others overall

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C
Chicago
23 reviews
Dined on January 31, 2019
Overall 5food 4service 5ambience 5

This was a great Restaurant Week choice - normally Homestead on the Roof is closed all winter, so it was very special to be able to try it in January. Food was great and service was amazing. The manager himself waited on us for most of the night and was very attentive!

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OT
Chicago
2 reviews
Dined on September 29, 2018
Overall 5food 5service 5ambience 5

Amazing service!! Treated us so well on our anniversary

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E
Chicago
18 reviews
Dined on September 29, 2018
Overall 5food 5service 5ambience 5

It was a treat to dine on the rooftop before it closed for the season. Our server was fantastic and made great suggestions. Amazing meal and great beverages too!

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SS
1 review
Dined on September 27, 2018
Overall 5food 5service 5ambience 5

Homestead was wonderful! The food was very very good and so carefully and artfully prepared. The staff was incredibly kind, helpful and attentive and made great recommendations. The rooftop is quaint, quiet, and beautiful, a great ambiance for a relaxing and quiet dinner outside.
All around wonderful visit and will definitely be going back. Excited to see their menu next season!

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LK
Seattle
3 reviews
Dined on September 22, 2018
Overall 5food 5service 5ambience 5

Excellent evening celebrating our 6 year wedding anniversary! Service was great and the food was excellent. Perfect for a date night. They even offered complimentary champagne when we told our server we were celebrating. Highly recommend!

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JG
1 review
Dined on September 21, 2018
Overall 1food 2service 1ambience 2

Dinner meal was rushed as if the servers were ready to go home (if that is the case don't accept 9:45 reservations) , main entree was served even when not completing the appetizers, the fish entrees was undercooked even when sent back to the kitchen twice. Manager appologized for the bad experience. Offered to comp the main entrees which we never ate anyways and had to question them on the bill because I was still being charged for items that were supposedly being removed. Too many fantastic restaurants in Chicago definitely not worth going to this one.

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A
Chicago
14 reviews
Dined on September 21, 2018
Overall 3food 3service 3ambience 4

The menu highlights more of a safe, mild palate. I could possibly see my grandparents enjoying the meal, but for me there was nothing that wowed me. The service was a bit on the slow side for a Friday evening. They seemed to be understaffed. Many of our food items did not come out very hot. The ambience outside was quite beautiful, but that would be the only reason I would recommend Homestead.

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JD
Chicago
1 review
Dined on September 21, 2018
Overall 4food 5service 4ambience 5

We didn’t have a server for several minutes but when I flagged someone down, he took us over immediately and was terrific. That is my only complaint. Otherwise it’s truly a special place with excellent food and otherwise terrific service!

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ML
Atlanta
1 review
Dined on September 20, 2018
Overall 5food 5service 5ambience 5

Very romantic setting, candles, rooftop, not loud. We ate next to the rooftop garden. It is $$ but SO GOOD. The bread basket is amazing - came with honey butter, dipping oil, and southern chow chow. I believe the menu changes seasonally? We had pork chop which came with a delicious savory pie - very generous portion of pork - and the scallops with peas and bacon. Everything was perfectly cooked. Cocktails were great as well - had the cucumber/vodka/mint one, very refreshing! Will go back

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OT
Chicago
1 review
Dined on September 20, 2018
Overall 5food 5service 5ambience 5

It was amazing!! Food delicious & great drinks. One cold side & they took it off the bill! Knowledgeable staff- Great experience!

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TS
Chicago
5 reviews
Dined on September 15, 2018
Overall 5food 5service 5ambience 5

This was our first time at there. Everything from the food, ambiance and service was exceptional. The breadbasket is a great appetizer. Our waiter Aldo was fantastic. We will definitely come back.

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DJ
Los Angeles
2 reviews
Dined on September 7, 2018
Overall 5food 5service 5ambience 5

This is a beautiful romantic rooftop spot with fresh and delicious local farm-to-table fare. The trout was amazing.

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HH
Chicago
1 review
Dined on September 7, 2018
Overall 4food 5service 3ambience 5

Good food, cute rooftop, slow service even though it wasnt a busy night.

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LS
1 review
Dined on September 2, 2018
Overall 5food 5service 5ambience 5

We were celebrating our anniversary and Teddy's attention to detail made sure to make our evening special! The atmosphere was relaxing and pleasant. We both enjoyed our meals, the filet mignon was so tender and the pork chop was hearty and the pie was savory.

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CB
Chicago
1 review
Dined on August 25, 2018
Overall 5food 4service 5ambience 5

Anniversary

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KH
Chicago
1 review
Dined on August 25, 2018
Overall 5food 5service 5ambience 5

Simply lovely place to dine on a summer evening-food, service and ambiance were all perfect.

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OT
Chicago
1 review
Dined on August 25, 2018
Overall 5food 5service 5ambience 5

Great experience, always fun in the summer.

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PP
Chicago
7 reviews
Dined on August 24, 2018
Overall 5food 5service 5ambience 5

The trout was spectacular, so much flavor! They try to incorporate one ingredient from the garden in each dish, the trout had cherry tomatoes that were delicious. Each dish, even the vegetables have a unique concept such as pad Thai Brussels sprouts. Highly recommend Homestead on the Roof!

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V
Chicago
18 reviews
Dined on August 24, 2018
Overall 5food 5service 5ambience 5

Nice quiet meal. Excellent food and service. We were able to dine outside. It was quiet enough to have an enjoyable conversation. The waiter was knowledgeable and pleasant.

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z
Tampa
14 reviews
Dined on August 24, 2018
Overall 3food 5service 2ambience 2

Great food, but after that it fell off the table. Service was spotty at best. Then it got worse, we had only started eating our first course, when the entree's showed up. Really!

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J
Chicago
15 reviews
Dined on August 19, 2018
Overall 5food 5service 5ambience 5

We had a perfect night out on the roof. It is an urban gem. You have to luck out on weather which we did. Interesting, fresh menu with limited selections (which I like). Very seasonal and delicious. We had a great night and it was super relaxing with great service.

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MM
Baltimore
9 reviews
Dined on August 18, 2018
Overall 5food 4service 5ambience 5

Beautiful location outside on the roof! Loved the atmosphere, the noise level, and the delicious food. We were visiting from out of town and were happy to find something unique and delicious.

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f
Chicago
18 reviews
Dined on August 16, 2018
Overall 5food 5service 5ambience 5

Love the trout and scallops. We also tried the bread basket. My friend said "if you have to pay for bread, bread should be awesome" and it was. Will definitely come back and might come in the winter where you can sit in the area that is covered.

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KB
Chicago
3 reviews
Dined on August 15, 2018
Overall 4food 3service 3ambience 5

Waiter was intrusive. Food was good but not as amazing as I’d expected. Ambiance is beautiful. Concept also is awesome. Definitely worth a second try.

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N
Chicago
1 review
Dined on August 12, 2018
Overall 4food 3service 3ambience 4

This was my second visit. Our first visit was wonderful and so we decided to come back. Unfortunately, the food was not as we had remembered it. Filet mignon was too rare for my taste and food wasn't hot when it arrived at the table. However, the waiter was very nice and accommodating, as we had a service dog with us.

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F
Washington DC
9 reviews
Dined on August 10, 2018
Overall 5food 5service 5ambience 5

I have been wanting to try Homestead on the Roof. It did not disappoint! Amazing atmosphere and FOOD! Love the Farm-to-table concept. They knocked it out of the park. Cannot wait to share with others! So many options for all.

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OE
Chicago
1 review
Dined on August 8, 2018
Overall 4food 4service 5ambience 5

It was my boyfriends birthday so i wanted a lovely rooftop and that’s what i got. Our server Teddy was incredible and the food was delicous. There are definetly better restaurants with better food but with the lovely patio and fresh ingredients it was definetly memorable.

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