Best Wine Bars in Chicago

Best Wine Bars in Chicago

Chicago is home to many wonderful wine bars, and not just located downtown. From wine tastings to to interactive wine classes, you cannot go wrong with any of these options. Chicago To-Do List has put together a list of the best wine bars in Chicago. Check out these wine bars for happy hour or a date night!


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Eno Wine Bar

505 N Michigan Ave

(312) 321-8738

Eno Wine Bar - Located right off of the Magnificent Mile in the Streeterville neighborhood of Chicago is Eno Wine Bar. Do some shopping and come here for a glass of wine after. It’s the perfect pre-dinner spot. They offer more than 30 different types of wine. You can pick a bottle of wine out of 200 options. If you’re a true wine connoisseur, you can take an interactive wine class here!


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Bar ramone

441 N Clark St

(312) 985-6909

Bar Ramone - At Bar Ramone, you can choose from more than 25 available wines. This classy wine bar is located in River North neighborhood of Chicago. Wine prices range from $40 - $770 a bottle. The wine is best accompanied with their scrumptious Spanish tapas. Go for the patatas bravas!  


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Enolo wine cafe

450 N Clark St

(312) 477-7674

Happy hour at Enolo is Monday through Friday from 4 - 6! Located in River North neighborhood of Chicago, this wine café is an excellent choice for after work drinks, a date, or a happy hour spot. Enolo offers a fantastic charcuterie board that pairs very well with the wine. This is one of the most affordable wine bars in Chicago with wine by the glass offered as low as $9.00.


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The Press Room

1134 W Washington Blvd

(331) 240-1914

Located inside Publishing House is this subterranean wine bar known as The Press Room in the West Loop neighborhood of Chicago. This is a great spot for locals and tourists. They have a ton of amazing wine options including 40 different types of wine by the glass and 140 different types of wine by the bottle. You can devour the French-inspired food menu with the wine.


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Red & White Wines

1861 N Milwaukee Ave

(773) 486-4769

This lofty wine shop, bar, and restaurant in one specializes in thoughtfully sourced wines. Located in the hipster neighborhood of Bucktown in Chicago, this local spot is a great spot for a date or wine tasting. The dimly lit ambiance, tasty wine, and small plates will give you good vibes. The wine and food are a tad bit overpriced, but do try the crostinis. Luckily, they have $10 wine tastings every Saturday which can also be put towards a bottle of wine purchase.


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Webster’s wine bar

2601 N Milwaukee Ave

(773)292-9463

Webster’s Wine Bar has to make the list as it offers 400 different selections of wine. This European wine bar has been open for over 20 years. Right in the middle of the Logan Square neighborhood, this wine bar has one of the most extensive lists in Chicago. It’s a neighborhood spot that feels like you’re in Europe. They offer weekly specials and host many events. Opened by a husband and wife team in 1994, Webster’s Wine is definitely a must-try. Their global selections consist of over 500 labels.  


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That’s all for our list of best wine bars in Chicago! Try to visit a new wine bar each week! If you have a favorite wine bar, please comment below.

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