The Windsor

American restaurant · Streeterville

The Windsor

American restaurant · Streeterville

1

160 E Huron St, Chicago, IL 60611

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The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null
The Windsor by null

Highlights

Nestled in Streeterville just off the Magnificent Mile, this cozy spot serves up American bites and cocktails, blending relaxed vibes with lively company on the patio.  

Featured in The Infatuation
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160 E Huron St, Chicago, IL 60611 Get directions

thewindsorchicago.com

$$ · Menu

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160 E Huron St, Chicago, IL 60611 Get directions

+1 312 943 7777
thewindsorchicago.com

$$ · Menu

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Last updated

Mar 5, 2025

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@infatuation

"Ah, tourists. Aren’t they adorable? While their actions, such as intentionally spending time at Navy Pier and taking endless selfies in a mirrored bean, might confuse us, we still want to protect these gullible little lambs from the ruthless Chicago wolves. That means we steer them away from scary things - Navy Pier on sunny days, Hancock/Sears on cloudy days, or the Taste of Chicago every day. It’s also our duty to show them the good parts of our food scene, and not let duds like The Windsor ruin a good thing. The Windsor is smack dab in the middle of Streeterville, one block off of Mag Mile inside of a Hampton Inn. We should have known better right then. Walk in, and you’ll get a feel for what Applebee’s will look like when it rebrands in five years. It’s trying to follow the overplayed rustic yet chic formula of so many before it with lots of wood and lots of exposed bulbs. The problem is it feels like a cheap imitation of the real thing. There’s a huge bar up front with a couple of dining rooms in the back, and the acoustics are quite poor as it’s trying to be both a trendy restaurant and a raucous bar. The food tastes like a product you’d get at mid-level chain restaurant. Some things don't taste like they were made fresh, some things are boring, and some are just plain bad. While the service is truly great, it’s not enough to overlook disappointing food. Tourists will wander in here simply because of its location, but help them. Warn them. Steer them back around to Purple Pig or Joe’s. Or for the love of God at least send them to Portillo’s. Do your civic duty as a Chicagoan - don’t let someone wander in here and think this is what Chicago food is all about. Food Rundown Buffalo Cucumbers Exactly as advertised. Cucumbers with bleu cheese and really, really spicy buffalo sauce. Eh. K Town Short Ribs Short ribs covered in a spicy soy-ginger marinade with asian slaw. The soy-ginger marinade is solid, although not spicy as advertised, and the ribs are pretty tender. Gucamole There’s just no way this was made fresh. It tasted like it had been premixed, sitting in a fridge for a day. We’re guessing it was. Berkshire Pork Chop This chop with mashed potatoes is supposedly the star of the show. Unfortunately, they ran out. This has been a common theme, and it feels like more of an inventory issue than a “these things were so wildly popular that we ran out” issue. Bucatini Twirly pasta in tomato sauce with parmesan and bacon. It’s nothing to write home about. Prime Rib Served with au jus. This is terribly dry and a real letdown since The Windsor advertises their rotisserie options." - Claire Schlafly

The Windsor Review - Magnificent Mile - Chicago - The Infatuation
View Postcard for The Windsor

Forrest Lloyd

Google
Stopped in for a quick bite while walking around. Chose to sit at the bar and had a great bartender named Michelle. Food was yummy, fairly priced, and good portions, not oversized, not tiny. The whole place was clean and bright, and decorated nicely for the holidays. If I am ever back in the area I'll stop by for a bite and a beer.

Shaan Somani

Google
A cozy tavern in the Streeterville area. Some great happy hour drink specials, including $4 draft beers. Food is good but nothing impressive, and the service can be a bit slow during dinner time.

Abigail Vogt

Google
We had a great meal at The Windsor tonight! Everyone was very friendly and the atmosphere was welcoming. We had the deviled egg & hummus to start, followed by the club & pork chop.

B. Williams

Google
It's conveniently connected to the hotel but has it's own entrance too. I was able to have a window seat and watched the people commute back and forth. The place is a bit dark. Their soda is tap so toucan taste the weird weird water. The burger and fries was high qualitt. It takes time for everything so don't eat their if you're in a rush . Friendly place 3 dollars for a soda. It's clean reminds me of a tavern

Leonel Vazquez

Google
Just a local couple taking in the city for a weekend. The Windsor was down the block from our hotel and a very affordable option in comparison to other nearby eats. Food was delicious and service was great. Blair, our server, was a treat. Thank you for a pleasant experience.

Jake Wendt

Google
Fantastic food and great service. One of the best sandwiches I've had. The fancy deviled egg was good too.

Cat Henry

Google
Very nice atmosphere. Fancy but not expensive. Friendly, responsive service. Yummy appetizers, the crab toast is delicious. The meal could have a few more entree options but what is available is all different and covers steak, chicken, fish, and vegetarian. Pretty plate settings and an obvious show of pride in the cooking and presentation. Nice spot for anyone to stop and enjoy lunch or dinner.

John Modzelewski

Google
My meal was very mediocre. My request for a medium rare burger was met with a well done and then a medium well plus result. At least they took my burger off the tab. The food for my wife and son was fine. Drink menu is okay. I imagine this is a great place to come for a loud happy hour to pound a few brews after work and eat okay bar food. I just can't recommend this place for actual dining.