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    Chicago Winery

    4.3 (65 reviews)
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    Services - Chicago Winery

    Venue rental

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    Tasting experience
    Jessie M.

    We did the wine tasting experience and had a great time! The tasting included five wines paired with some crackers, cheese, olives, and prosciutto. The person leading the tasting was very engaging and walked us through what to look for when sampling wines. We were part of a small group but everyone was engaged in the experience. It was very relaxed and enjoyable. This is such a great thing to do in the city!

    Seasonal spritz
    Clara S.

    I have been here quite a few times, but it has been over 6 months since I'd last visited. We came in on Friday night during the coldest day in Chicago history, and the heat wasn't working! Pretty crazy so we luckily were able to grab a spot by their cozy fireplace. Unfortunately they no longer serve cocktails or food either. Just wine and beer.

    Croquettes
    Natalie L.

    We did a the date night, which included the wine tasting and a credit toward more wine or food in the dining room afterward. We enjoyed the tasting. Our guide was knowledgeable, and the 7 wines we tried were varied and excellent. Afterward, we got a seat right next to the fireplace, which was delightful on a cold night. We tried the croquettes, the short rib, and the smoked fish dip. The croquettes were perfectly fried and were light and airy. The fish dip with the house-made giardiniera was tasty. The short ribs had a great sauce and pickle but they ate dry. Best thing? The cookie.

    Beet and horseradish gnocchi
    Monyca M.

    Visited Chicago Winery on Valentine's Day and had the 4-course dining experience. I was pleasantly surprised. Every course was delicious. My favorite was the beet and horseradish gnocchi and I'm not a horseradish fan! Our waiter was very attentive which I always appreciate. Very romantic atmosphere as well- we will be back.

    Claire W.

    I've done the wine tastings here twice, and really enjoy going. Their food bites are really tasty, and the wines are very good. They change the flights for tastings seasonally, which is nice. It's a super cozy vibe for the winter time, with nice fireplaces

    winemaker's wine tasting
    Juliet T.

    this place has cool decor, nice fireplaces, and solid service. i wish the wine tasting was more than 1oz per wine. i wouldn't make a point to come here again but i'm overall pleased with the experience.

    COWS MILK BURRATA
    Sarah C.

    Chicago Winery is hands down one of my favorite places. Do I mostly go for the wine? Yes. Do I not like cheese? yea. Did I like the burrata cheese? Surprisingly yes! Our server recommended the wine flight and the side dish to go with it - her recommendations were top tier. We had such a good time! Chicago winery is an experience not only because of the drinks but the service is always great!! Especially in the wine tasting room, the servers always take their time to explain the wines on the list and talk about their favorites too! I've been there so many times and each time it never fails. If you're looking for a girls night spot or romantic (affordable) date night venue, this is the place for you!

    Aaron M.

    This is a wonderful venue with surprisingly good wine! They make their own wine there! We attended for a nonprofit event, and it was the perfect place. I highly recommend trying this out.

    The map of our Cheese/Charcuterie Tray !
    Kristy D.

    Cozy, warm, trendy and upscale. I have met and was also honored to have been given a tour of the whole lace and layout. I have been walked through wine pairings and seasonal dishes and all with an interesting integrity touch do not see very often. Every chef I have learned is different and has their own flare to what I love to order---- the Charcuterie Board. It's always a little different and unique, but also made to order. I had one of THE BEST GALZ EVER, actually DRAW me and my friend a map of the whole board and what the Chef had put out for us to Enjoy. I mean this was COMPLETELY mind blowing and WAAAY over the top to do. Her name was Layah. Thank you Chicago Whinery- you have a lot of hidden talent.

    Perfect after work :) thank goodness for wine!
    Virginia M.

    I work at Northwestern Medicine and boy I'm I happy I found this gem so close by! The wine choices are Devine, especially the reds! All of the small snacks at the bar are exceptional and always pair well with the wine choices. The ambiance is lovely, giving off a fun elegant vibe. I've seen people here on a first date and I'm always here with friends after work so it's a perfect fit for any mood you might be in. Service is great, the staff are super friendly and you can count on them to help you out if you need a recommendation.

    Sea salt spritz
    Cat H.

    I've been to Chicago Winery several times now, and I've always been pleasantly impressed! The bar is one of the most chic bars in the city, and the cocktails and wine selection are amazing. The bar tenders are very skilled and so friendly! If you are dining in, you MUST order The Chef's Whim. Each board is different, and filled with amazing meats, cheeses, fruits, and vegetables. I've also tried the skirt steak, which was very tender and cooked to perfection! Whether grabbing a drink, dining out, or planning an event, Chicago Winery is a great place to consider!

    Katie L.

    $20 for a 5 wine tasting menu. They do not take reservations, so would recommend getting there before 7. There is sitting room along with a long bar where you can stand. They have two options - seasonal and the winemaker's flight. You can also write down which of the wines you want to try. Wines are made in house and were overall pretty good. Favorites were the 2018 Cab and the 2019 Pinot noir. Wouldn't necessarily purchase a bottle by itself, but this is a great place to come try!

    Travis H.

    Truly an amazing space. Staff was super friendly, service was spot on and the food was great. I'd highly recommend Chicago Winery, especially for an event. They have a great patio area that has drop down windows and heaters so it's warm, even on a chilly night. The decor is modern/classic, mixing good from the old with the new.

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    2 years ago

    Tasting room is closed on Mondays, but they have half off bottles! Shoutout Brandon for taking care of us!

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    2 years ago

    Stopped in after work. Service wasn't great (or friendly). It's a cool spot if your in the area but not worth going out of your way for.

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    Ask the Community - Chicago Winery

    Review Highlights - Chicago Winery

    While their menu for rooftop is limited, all of it is made by their sister restaurant on the first floor, Liva.

    Mentioned in 2 reviews

    Read more highlights

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    Zero regrets! The space is perfection and the Shay the venue…read moremanager is amazing. It was perfection from start to finish!

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    Chicago Winery - wineries - Updated May 2026

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