The Windsor

4.5
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265 Reviews
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$30 and under
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American
Good times are here at The Windsor! Steps away from Michigan Avenue on East Huron, patrons may enjoy a classic American meal at this Streeterville neighborhood hideout. The Windsor is the ideal spot to grab dinner and a drink while enjoying happy vibes and great conversation. The restaurant offers small plates, salads, sandwiches, and mains such as the Rotisserie Half Chicken and Berkshire Pork Chop. Happy hour is a great time to enjoy the restaurant’s delicious bar snacks, craft cocktails, and wine and beer selections. The Windsor is open daily for lunch and dinner.
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Private Dining

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What 265 People Are Saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.5based on recent ratings
4.3
food
4.3
service
4.3
ambience
4.3
value
Noise · Moderate
82% of people would recommend it to a friend
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CN
Chicago
8 reviews
Dined 6 days ago
Overall5food5service5ambience5

Had a great time as usual.

The Windsor
Responded 4 days ago

CouplesNight, thank you!

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OT
Los Angeles
1 review
Dined on February 12, 2020
Overall5food5service5ambience4

Service was great and the food was outstanding. Had the hangar steak and it was fantastic. Will definitely be back.

The Windsor
Responded on February 13, 2020

Thank you for the review and feedback! We look forward to seeing you again, soon!

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OT
Chicago
1 review
Dined on February 7, 2020
Overall2food2service1ambience2

Food took forever. Server never checked on us. Bathroom had no toilet paper in either stall.

The Windsor
Responded on February 10, 2020

We appreciate the feedback and review.

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OT
Chicago
17 reviews
Dined on February 4, 2020
Overall5food5service5ambience5

Extremely friendly staff and great food!

The Windsor
Responded on February 5, 2020

Thanks! Glad to hear that you enjoyed your experience with us!

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OT
Chicago
9 reviews
Dined on February 3, 2020
Overall2food3service1ambience2

We were curious to try this place since it was on restaurant week and seemed to offer some tasty bites. The place was pretty okay for a restaurant attached to a hotel. The prices were definitely over the top for the value of the food. Through restaurant week, it was affordable other than that it was not. My friends were sure to tell the server it was my birthday and he didn’t even say happy birthday which I found odd. Seemed like he really didn’t want to be there. Food was tasty but I would probably never go back.

The Windsor
Responded on February 7, 2020

We appreciate you taking the time to share your feedback and comments. We will be discussing the items you mentioned in your review to ensure that service remains a top-priority for our entire team. We hate to hear that you were also disappointed with the perceived value of your Chicago Restaurant Week experience, as our chef and culinary team made sure that every selection that we offered amounted to a great value. We hope to see you again, we also offer happy hour Monday - Friday from 3-6pm.

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OT
New York Area
1 review
Dined on January 31, 2020
Overall5food5service4ambience5

Great restaurant week menu. Thanks!

The Windsor
Responded on February 6, 2020

Thanks!

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OT
Chicago
5 reviews
Dined on January 31, 2020
Overall5food5service5ambience5

Went for lunch with my girlfriend and really enjoyed it. Our server was so nice and very attentive without being intrusive. We went for restaurant week and loved everything on the menu. The portions were huge and the food was very tasty. I will definitely keep this place in mind for lunch downtown!

The Windsor
Responded on February 4, 2020

We appreciate the review! Looking forward to seeing you for lunch again, soon!

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OT
San Francisco
1 review
Dined on January 30, 2020
Overall4food4service3ambience3

Restaurant week!

The Windsor
Responded on January 31, 2020

Thank you!

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LJ
Chicago
6 reviews
Dined on January 29, 2020
Overall5food5service5ambience5

Everything was delicious! Great service. I will definitely go back!

The Windsor
Responded on February 4, 2020

Thanks, LJones!

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LO
Chicago
1 review
Dined on January 29, 2020
Overall4food4service3ambience5

It was good, the helpings for restaurant week were plentiful and worth the amount charged, but the food wasn't amazing in any way. If i was in the area I maybe would go back, but I wouldn't go out of my way in Chicago for this place. As for speed of the food, the courses came out pretty quick, but then we waited for the check for like two hours. After we asked for the check it still took 30 min for them to swipe our cards. Overall a fine experience, a great noise level to go with a friend but personally would prefer some of my usual places.

The Windsor
Responded on February 4, 2020

We appreciate the review and feedback, LONG.

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CR
Chicago
1 review
Dined on January 27, 2020
Overall5food5service5ambience5

A friend and I dined at The Windsor for Chicago Restaurant Week and it was phenomenal. The pork belly sliders were cooked perfectly and the Manchego burger was fantastic. Great flavors, generous portions, and completely satisfying. The lemon cheesecake was light without an overpowering lemon flavor...exactly how I prefer lemony desserts. We already want to go back and try it again.

The Windsor
Responded on January 29, 2020

We appreciate the review, ChristineR! Looking forward to seeing you, soon!

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OT
Pittsburgh
1 review
Dined on January 27, 2020
Overall5food5service5ambience5

Great meal during restaurant week.

The Windsor
Responded on January 29, 2020

Thank you! We appreciate the review and are glad that you came to experience CRW2020 with us!

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M
Chicago
17 reviews
Dined on January 25, 2020
Overall3food3service3ambience3

The food wasn’t anything special. We won’t go back.

The Windsor
Responded on January 27, 2020

We appreciate the review, Midwestmom. Please feel free to reach out with any additional feedback on how we can improve your experience with us.

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M
Chicago
14 reviews
Dined on January 25, 2020
Overall4food4service4ambience4

Food was very very good, I was actually surprised. I will definitely be craving some of the items we ordered. Also very good drinks! One of the best I have ever had, and I do not even like gin. Yum!

The Windsor
Responded on January 28, 2020

Thank you for the review, Mck2313! We'll see you again, soon!

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TE
Chicago
3 reviews
Dined on January 13, 2020
Overall5food5service5ambience5

Great place for lunch. Fast service and great food.

The Windsor
Responded on January 20, 2020

Thank you, ThomasE!

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LR
Detroit
4 reviews
Dined on January 10, 2020
Overall5food5service5ambience5

Our 2nd time here and we will definitely be back. Great menu, awesome atmosphere, super location.

The Windsor
Responded on January 13, 2020

Thank you, LisaR! Looking forward to seeing you again, soon!

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OT
Chicago
12 reviews
Dined on January 4, 2020
Overall4food4service5ambience5

We went late in the evening so not very busy. Big comfy booths and nice holiday decor. Service was attentive. Food came out quick and was good. The broccolli and brussel sprouts sides were my favorite par along with my crab toast. Wine bottles were half off so happy at that!

The Windsor
Responded on January 6, 2020

Thank you! Hope to see you again, soon!

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OT
Chicago
4 reviews
Dined on December 27, 2019
Overall5food5service5ambience5

We love the Windsor. It’s comfy food for foodies. Deviled egg is a good choice. Had the fillet medallions sliders, they melt in your mouth. Also ordered mac & cheese, which is incredible. Happy hour here has some great selections of beer and wine.

The Windsor
Responded on December 30, 2019

We love to hear this! Thanks for the review!

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B
Chicago
189 reviews
Dined on December 27, 2019
Overall5food5service5ambience5

Great new find
I really enjoyed your happy hour

The Windsor
Responded on December 30, 2019

Beezbob, thanks!

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CO
Milwaukee
8 reviews
Dined on December 20, 2019
Overall5food5service5ambience5

There were five of us and we were seated immediately and drink orders taken and served. Our food came out soon after. Everything was excellent, with some gourmet enhancements! Very tasty and delightful!

The Windsor
Responded on December 23, 2019

Thanks, CreativeOT! Hope to see you again, soon.

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TR
Chicago
6 reviews
Dined on December 19, 2019
Overall4food3service5ambience3

This is an ok place but have very few vegan options. Also, the shoestring fries they only serve a handful and the prices need to reflect that.

The Windsor
Responded on December 23, 2019

TRAILGRL, we appreciate the feedback.

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D
Chicago
38 reviews
Dined on December 13, 2019
Overall3food3service4ambience2

Has potential but for me seems too bright all over. Just my taste but if you like bright try it. Happy hour reasonable food and some drinks. Staff was friendly and easy to talk to. Menu was not vast but ok.

The Windsor
Responded on December 17, 2019

Davos, we appreciate the review and feedback.

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OT
1 review
Dined on December 6, 2019
Overall5food5service5ambience5

Very comfortable, we could have conversation!
All good!

The Windsor
Responded on December 9, 2019

Thank you!

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RS
Chicago
7 reviews
Dined on November 25, 2019
Overall5food4service4ambience5

I enjoyed this restaurant given how quiet it was at 11:30 for lunch. My friend and I were able to visit very nicely, unhurried in a very friendly and welcoming atmosphere.

Perhaps the single negative was the chicken portion on the salad. The portion was quite small; the salad itself was quite good, but the protein quite limited. I wouldn't add it again.

My friend had the Mahi Mahi sandwich which he mentioned was very good.

I definitely plan to dine here again. Many restaurants are so ridiculously loud at lunch that you cannot have a decent conversation. The Windsor definitely was a great atmosphere with excellent food and service.

The Windsor
Responded on November 27, 2019

Thank you, RegularScottsdaleVisitor! We appreciate the review!

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NA
Chicago
91 reviews
Dined on November 23, 2019
Overall3food4service3ambience3

Food was good service was weak.

The Windsor
Responded on November 26, 2019

We appreciate the review, NAPAKRUM.

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KS
1 review
Dined on November 23, 2019
Overall5food5service5ambience5

The Windsor was great! We had a large group for a late lunch and had two little kids in the group. They accommodated us with our own private room and the food was amazing!

The Windsor
Responded on November 26, 2019

Thank you, KatieS!

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DH
San Francisco
142 reviews
Dined on November 23, 2019
Overall5food5service5ambience5

A return visit to Windsor...window table requested and received...Cat our server was fabulous and our dining choices excellent...LOVED the decor and Christmas music on the sound system...we had a blast and will visit again next time in Chicago 😊❤️

The Windsor
Responded on November 25, 2019

Thank you for the review, DearandHon!

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HB
Grand Rapids
1 review
Dined on November 16, 2019
Overall5food5service5ambience5

We had a very relaxing dinner and enjoyed the food and the atmosphere.

The Windsor
Responded on November 19, 2019

Thank you, HoweB!

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OT
Chicago
5 reviews
Dined on November 8, 2019
Overall5food4service5ambience5

Server was great.

The Windsor
Responded on November 11, 2019

Thank you!

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N
Adelaide / SA
1 review
Dined on November 2, 2019
Overall5food5service5ambience5

Sarah was great! Everything was amazing

The Windsor
Responded on November 4, 2019

Thank you!

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AM
Chicago
236 reviews
Dined on October 28, 2019
Overall5food5service5ambience5

A great place with wonderful food and service. Consistently wonderful

The Windsor
Responded on October 31, 2019

Thank you!

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K
San Diego
29 reviews
Dined on October 12, 2019
Overall4food3service4ambience2

Was cold outside so we came here because it was the closest restaurant to our hotel next door. My mom and I both started with a cup of the soup special which was a chromosome and corn chowder. Was very good, the shrimp in my opinion were a little questionable. Weird texture for me, but my Mom didn’t have any issues. I had a burger it was cooked the way I requested. But just lacked any real flavor. I also thought it was strange the onions are chopped not rings so they mostly just fell off my burger. My side was Brussel sprouts which were really good. My Mom has the filet sliders, I did not try them but she like them and they appeared to be cooked to her liking. The place was actually pretty cold inside, we were seated at a table that was under an AC vent. It was 40 degrees outside and the place was mostly empty. They could have dialed that back a little. Decent place For a quick dinner in Chicago when you don’t want to brave the cold to walk someplace far from your hotel. Also prices were good and what you would expect for a standard burger with a side.

The Windsor
Responded on October 15, 2019

Hi Kirchners, we appreciate the feedback and review.

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SK
Chicago
16 reviews
Dined on October 2, 2019
Overall5food5service5ambience5

Great food and service.

The Windsor
Responded on October 7, 2019

SusanK, thank you!

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J
Las Vegas
6 reviews
Dined on August 31, 2019
Overall3food4service1ambience3

Food was pretty good. Really enjoyed the Nutella brownie. Our Server, Sammy, came across so disinterested. We asked her opinion on what to order and she shrugged and said it depends. She never looked at us. We were going to order another drink. Instead she came by and gave us our bill so we left and had drinks elsewhere. It wasn’t busy, they didn’t need the table. I wouldn’t return.

The Windsor
Responded on September 3, 2019

Hi Jleo, we appreciate you taking the time to share your comments with us. We pride ourselves on superior service and food in a neighborhood-friendly environment, and it seems like we missed the mark this time around and for that I apologize. We will be sharing your feedback with our team to ensure that our service standards are being met consistently. Please feel free to reach our directly with any additional comments or feedback on how we can improve your experience. Thank you.

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OT
1 review
Dined on August 18, 2019
Overall5food5service5ambience5

We truly enjoyed our meal at The Windsor! The meal was fantastic, as was atmosphere in their outdoor dining area.

The Windsor
Responded on August 19, 2019

Thank you for the review and feedback! Please come see us again, soon!

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OT
1 review
Dined on August 16, 2019
Overall4food4service4ambience4

Sat outside, was relaxing with great food.

The Windsor
Responded on August 19, 2019

Thanks for the review!

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JW
Kansas City
1 review
Dined on August 9, 2019
Overall2food1service3ambience1

Bathroom was not well cleaned, artwork in the room was atrocious, and a broken lamp topped off the experience. Significantly overpriced for the accommodations

GH
Kansas City
53 reviews
Dined on July 28, 2019
Overall3food4service1ambience4

Server wasn’t overly friendly and impatient. Food was excellent. Very cool ambiance!

The Windsor
Responded on July 31, 2019

We appreciate the review, GeoffH!

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MO
Chicago
47 reviews
Dined on June 16, 2019
Overall3food2service5ambience3

We were originally disappointed because the establishment no longer served brunch even though it clearly says it does on the menu. The service was the saving grace; it was superb.

The Windsor
Responded on June 17, 2019

MandelO, we appreciate you taking the time to share your feedback. We are happy to hear that you enjoyed the service, but hate to hear that you were misinformed about brunch no longer being served. We aim for a top-notch experience with all of our guests and we are very sorry that we dropped the ball this time around. We are working on updating all of our public menus/profile so this does not happen again. Please let us know if there is anything else that we can do to improve your experience.

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OT
Chicago
1 review
Dined on June 16, 2019
Overall2food2service3ambience2

We went for the bunch menu but when we arrived we asked for the brunch menu and they had done away with brunch that needs to be updated on the website menu.

The Windsor
Responded on June 17, 2019

Good morning, I am very sorry about your recent visit. We aim for the highest quality service possible and never want to misinform or let down our guests. Our team is working on updating our public profiles and menus. I know there are many choices for restaurants in and around the city and proper execution is key to staying on that list. Please reach out with any additional comments, questions, or if there is anything we can do to help improve your experience and ensure another visit. Thank you

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