With 12 different wines reviewed, I've narrowed down the top picks for you to try. Whether you're a red or white drinker, a sweet or dry connoisseur, there's something for everyone in the Windy City.

So sit back, pour yourself a glass, and let's explore the best wine in Chicago!


Le Midi Wine

Le Midi Wine
🗺️ 2108 W Division St, Chicago, IL 60622
☎️ 773-303-4884
🌐 Website
Sunday: 12–6 PM
Monday: Closed
Tuesday: 12–10 PM
Wednesday: 12–10 PM
Thursday: 12–10 PM
Friday: 12–11 PM
Saturday: 12–11 PM
Highlights
Elegant environment
Tasty small bites
Unique wines by glass
Intimate and relaxed
Large patio awning

First off, the environment is beyond elegant. From the moment I walked in, I felt like a VIP. The dim lighting and cozy seating arrangement were just perfect for an intimate wine-tasting experience.

As for the wines themselves, Le Midi Wine has an impressive selection of unique wines by the glass. I was pleasantly surprised by some of their lesser-known options that ended up being my favorites. Not to mention, their small bites were absolutely delicious and paired perfectly with each glass.

What really set this place apart from others was their large patio awning. It's perfect for enjoying a glass of wine on a beautiful Chicago day (when we get those).

Overall, Le Midi Wine exceeded my expectations with its intimate and relaxed atmosphere, tasty small bites, and unique wine selection. If you're looking for a chic spot to impress your friends or have a romantic date night, make sure to check it out!

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Printers Row Wine Bar and Shop

Printers Row Wine Bar and Shop
🗺️ 719 S Dearborn St, Chicago, IL 60605
☎️ 312-663-9314
🌐 Website
Sunday: 12–8 PM
Monday: 12–10 PM
Tuesday: 12–10 PM
Wednesday: 12–10 PM
Thursday: 12–10 PM
Friday: 12 PM–12 AM
Saturday: 12 PM–12 AM
Highlights
Large wine selection
Good service
Great for groups

First off, I was impressed by their large wine selection. They have a variety of wines from all over the world which made it hard to choose just one. However, the staff was very knowledgeable and helpful in making recommendations based on my personal preferences.

Speaking of staff, they provided excellent service throughout my visit. They were attentive and prompt with their assistance, without being overbearing.

This establishment is also great for groups. The atmosphere is relaxed and welcoming with plenty of space to accommodate larger parties. Sharing a bottle (or two) of wine with friends is always better than drinking alone!

Overall, I had a wonderful experience at Printers Row Wine Bar and Shop. The combination of their vast selection of wines, exceptional service, and accommodating space make it a top contender for the best wine bar in Chicago!

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Good Funk

Good Funk
🗺️ 180 N Upper Wacker Dr, Chicago, IL 60606
☎️ 312-929-3185
🌐 Website
Sunday: 3–10 PM
Monday: Closed
Tuesday: 3 PM–12 AM
Wednesday: 3 PM–12 AM
Thursday: 3 PM–12 AM
Friday: 3 PM–12 AM
Saturday: 3 PM–12 AM
Highlights
Eclectic wine menu
Great cheese board
Intimate atmosphere
Late night hours

First of all, the wine menu at Good Funk is nothing short of eclectic. They have an impressive selection that caters to all types of wine drinkers, from the casual sipper to the seasoned connoisseur. The staff is knowledgeable and passionate about their wines and will happily guide you in choosing the perfect bottle.

Now let's talk about the cheese board. Oh, my goodness! It was a thing of beauty. The cheese selection was top-notch and perfectly complemented by a variety of accompaniments such as nuts, honey, and fruit. It was a match made in heaven with my choice of wine.

The atmosphere at Good Funk is also worth mentioning. It's intimate with dim lighting, cozy seating, and minimalist decor that enhances your wine-drinking experience. You can truly relax and enjoy your wine without any distractions.

Lastly, Good Funk has some impressive late-night hours for all those night owls out there who want to indulge in a glass of vino past bedtime.

Overall, if you're looking for a top-tier wine experience in Chicago, Good Funk should be on your list. With its eclectic wine menu, great cheese board, intimate atmosphere and late-night hours it's sure to impress even the most discerning palate.

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Figo Wine Bar

Figo Wine Bar
🗺️ 3207 N Sheffield Ave, Chicago, IL 60657
☎️ 312-819-6111
🌐 Website
Sunday: 4–10 PM
Monday: 5–10 PM
Tuesday: 5–10 PM
Wednesday: 5–10 PM
Thursday: 5–10 PM
Friday: 4–10 PM
Saturday: 4–10 PM
Highlights
Friendly staff
Delicious food
Cozy atmosphere

As I walked into the wine bar, I was greeted by the friendly staff who were eager to assist me in finding the perfect glass of wine. The menu had a variety of options from reds to whites and everything in between.

Not only did they have an extensive wine selection, but their delicious food was also a highlight of my visit. I ordered their charcuterie board and it did not disappoint. The meats were perfectly cured, the cheeses were expertly paired, and the bread was fresh and warm.

The cozy atmosphere was perfect for a romantic date night or catch up with friends. Soft lighting, comfortable seating, and beautiful decor made it feel like a hidden gem in the city.

Overall, Figo Wine Bar exceeded my expectations and I would highly recommend it to anyone looking for a quality wine experience. Don't just take my word for it though, go try it out for yourself! Cheers!

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Perman Wine Selections

Perman Wine Selections
🗺️ 1167 N Howe St, Chicago, IL 60610
☎️ 312-255-8990
🌐 Website
Sunday: Closed
Monday: 12–7 PM
Tuesday: 12–7 PM
Wednesday: 12–7 PM
Thursday: 12–7 PM
Friday: 12–7 PM
Saturday: 11 AM–7 PM
Highlights
Family-owned
Great selection
Wine club with notes
Stellar customer service
Knowledgeable staff

Firstly, I was impressed by the fact that this place is a family-owned business. It gave me a sense of warmth and care that I could feel even before entering the store.

Once inside, I was amazed by the great selection they had to offer. From red to white wines, from affordable to high-end bottles, they had it all. Plus, they have a wine club with detailed notes on each bottle - perfect for those who want to broaden their knowledge about wines.

But what truly made my experience unforgettable was their stellar customer service. The staff was incredibly friendly and attentive to my needs. They knew exactly what I was looking for and were able to recommend the perfect bottle for me. I felt like royalty!

And speaking of knowledgeable staff, these guys really know their stuff! They were able to answer all of my questions and offered insightful advice about food pairings and storage.

Overall, Perman Wine Selections is definitely a must-visit place in Chicago if you're looking for top-quality wines and an exceptional customer service experience. Don't just take my word for it - go check them out yourself!

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Grapes & Grains

Grapes & Grains
🗺️ 858 W Lake St, Chicago, IL 60607
☎️ 312-776-6552
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: Closed
Wednesday: 5 PM–12 AM
Thursday: 5 PM–12 AM
Friday: 5 PM–2 AM
Saturday: 5 PM–3 AM
Highlights
Live music
Cheese board
Exceptional service
Fun singing along

The moment I walked in, I was greeted by the sweet sound of live music. It was a great addition to the already cozy and intimate atmosphere. I immediately felt relaxed and ready to indulge in some delicious wine.

The cheese board was a standout highlight for me. The variety of cheeses paired perfectly with the different wines that were suggested by the knowledgeable staff who provided exceptional service throughout my visit.

What made Grapes & Grains extra special was the fun singing along that took place as the night went on. It was a great way to let loose and enjoy some good company while sipping on some fine wine.

Overall, I would definitely recommend Grapes & Grains to any wine enthusiast looking for a laid-back yet sophisticated experience. With their live music, delicious cheese board, exceptional service, and fun singing along, it's no wonder why they're one of the best wine spots in Chicago.

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Diversey Wine

Diversey Wine
🗺️ 3023 W Diversey Ave, Chicago, IL 60647
☎️ 773-360-7264
🌐 Website
Sunday: 11 AM–8 PM
Monday: 11 AM–8 PM
Tuesday: 11 AM–8 PM
Wednesday: 11 AM–8 PM
Thursday: 11 AM–8 PM
Friday: 11 AM–8 PM
Saturday: 11 AM–8 PM
Highlights
Comfortable and knowledgeable staff
Constantly updated wine selection
Expert ability to pair with needs
Curated selection of artisanal wines
Knowledgeable and well-versed staff

First of all, I was impressed by the comfortable and welcoming atmosphere of the store. The staff were not only friendly but also knowledgeable, which made my experience even better. They were able to guide me through their constantly updated wine selection and offer suggestions based on my personal preferences.

What stood out most to me was their expert ability to pair wines with specific needs. Whether I was looking for a wine to pair with a fancy dinner or just something to sip on while watching Netflix, they had a suggestion that perfectly fit the occasion.

Their curated selection of artisanal wines was also impressive. It's clear that the owners have put in a lot of effort into finding unique and high-quality wines that you won't find just anywhere.

Overall, my visit to Diversey Wine was both enjoyable and informative. The staff were knowledgeable and well-versed in everything wine-related, making them an excellent resource for anyone looking to expand their palate or just enjoy a good bottle of wine. If you're in Chicago and looking for a great place to buy some delicious vino, be sure to stop by Diversey Wine!

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Websters Wine Bar Chicago

Websters Wine Bar Chicago
🗺️ 2601 N Milwaukee Ave, Chicago, IL 60647
☎️ 773-292-9463
🌐 Website
Sunday: Closed
Monday: 5 PM–12 AM
Tuesday: 5 PM–12 AM
Wednesday: 5 PM–12 AM
Thursday: 5 PM–12 AM
Friday: 4 PM–12 AM
Saturday: 4 PM–12 AM
Highlights
Great wine selection
Amazing service
Excellent cheese pairings
Outdoor seating available

First of all, the wine selection at Websters Wine Bar is simply great. They have an extensive list of wines from all over the world, including some rare and unique options that you won't find anywhere else in Chicago. Whether you're a fan of red, white, or rosé, there's something for every palate.

But what really stood out to me was the amazing service. The staff at Websters Wine Bar are incredibly knowledgeable about their wines and cheese pairings, and they were able to make some fantastic recommendations based on my preferences. Plus, they were always available to answer any questions I had without being pushy or overbearing.

Speaking of cheese pairings, Websters Wine Bar also offers some excellent options that perfectly complement their wine selection. From creamy brie to sharp cheddar, the cheeses were top-notch and took my wine tasting experience to a whole new level.

And if you're looking for a place with outdoor seating, Websters Wine Bar has got you covered. Their patio area is perfect for enjoying a glass of wine on a warm summer evening while taking in the sights and sounds of Chicago.

Overall, I highly recommend Websters Wine Bar Chicago as one of the best places to enjoy wine in Chicago. With their great selection of wines, amazing service, excellent cheese pairings and outdoor seating availability - it's definitely worth checking out!

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Pops for Champagne

Pops for Champagne
🗺️ 601 N State St, Chicago, IL 60610
☎️ 312-266-7677
🌐 Website
Sunday: 3–10 PM
Monday: 3–11 PM
Tuesday: 3–11 PM
Wednesday: 3–11 PM
Thursday: 3 PM–12 AM
Friday: 3 PM–12 AM
Saturday: 1 PM–12 AM
Highlights
Gorgeous Champagne Bar
Variety of drinks and bites
Great people-watching spot
Tasty Rosé and olives
Nice touches with drink garnishes

Upon entering Pops for Champagne, I was immediately struck by the gorgeous champagne bar. The atmosphere was lively and bustling, with a great mix of people enjoying their drinks and bites.

As someone who loves to people-watch, I found this spot to be absolutely perfect for that. There was always something happening or someone interesting to observe.

Now, let's talk about the wine! I tried the Rosé and it was tasty - the perfect balance of sweetness and dryness. The olives were also a nice touch and paired well with my drink.

One thing that stood out to me were the garnishes on the drinks - they added a nice visual appeal and enhanced the overall experience.

In summary, Pops for Champagne is definitely worth a visit if you're looking for a fun night out with great drinks in Chicago. Plus, you might even spot some interesting characters while you're there!

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Joe's Imports

Joe's Imports
🗺️ 813 W Fulton Market, Chicago, IL 60607
☎️ 312-736-1750
🌐 Website
Sunday: 10 AM–9 PM
Monday: Closed
Tuesday: 5–10 PM
Wednesday: 5–10 PM
Thursday: 5 PM–12 AM
Friday: 5 PM–12 AM
Saturday: 10 AM–12 AM
Highlights
Flavorful Raviolo
Secret Garden cocktail with flowers
Ability to make own wine flights
Enjoyable Octopus Paella

First and foremost, I have to mention that Joe's Imports has an impressive selection of wines from all around the world. It's a wine connoisseur's paradise! But what really stood out to me was their ability to create custom wine flights. As someone who enjoys trying many different types of wines, this was a game-changer for me.

The atmosphere at Joe's Imports is cozy and inviting, and their food menu is just as impressive as their wine list. I highly recommend trying their flavorful Raviolo - it's a must-have dish!

If you're looking for something unique to sip on, be sure to try their Secret Garden cocktail made with flowers. It's a refreshing and Instagram-worthy drink that will definitely impress your friends.

Finally, I have to mention the Octopus Paella. This dish is not only enjoyable but also visually appealing with its vibrant colors and presentation.

Overall, Joe's Imports delivers not only amazing wines but also exceptional food in a relaxed yet sophisticated environment. So whether you're a wine aficionado or just looking for a nice evening out, Joe's Imports should definitely be on your list of places to visit in Chicago.

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Red & White Wines

Red & White Wines
🗺️ 1861 N Milwaukee Ave, Chicago, IL 60647
☎️ 773-486-4769
🌐 Website
Sunday: 12–8 PM
Monday: Closed
Tuesday: 12–8 PM
Wednesday: 12–8 PM
Thursday: 12–8 PM
Friday: 12–10 PM
Saturday: 12–10 PM
Highlights
Wide variety of natural wines
Excellent monthly wine club
Helpful staff
5% discount on a 6-pack

Upon entering the shop, I was greeted by the helpful staff who were more than happy to assist me in my search for the perfect bottle. What stood out to me most was their wide variety of natural wines, which is a rarity in Chicago.

I learned that they have an excellent monthly wine club, which includes unique and hard-to-find bottles that are handpicked by their knowledgeable staff. If you're a wine enthusiast like myself, this is definitely something worth checking out!

One thing I appreciated about Red & White Wines was their commitment to sustainability. They offer a 5% discount on a 6-pack of wine if you bring your own reusable bag, which is not only eco-friendly but also wallet-friendly.

Overall, Red & White Wines offers a unique and enjoyable shopping experience with their natural wine selection, monthly wine club, and commitment to sustainability. I highly recommend checking it out if you're looking for something different from the typical wine shop experience.

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Lush Food & Drink - West Town

Lush Food & Drink - West Town
🗺️ 1412 W Chicago Ave, Chicago, IL 60642
☎️ 312-666-6900
🌐 Website
Sunday: Closed
Monday: 12–8 PM
Tuesday: 12–8 PM
Wednesday: 12–8 PM
Thursday: 12–9 PM
Friday: 12–9:30 PM
Saturday: 12–9:30 PM
Highlights
Hidden gem
Amazing food
Great wine selection
Knowledgeable wine experts
Solid food options

First of all, let me tell you that this place is a hidden gem. The cozy and intimate atmosphere makes it the perfect spot for a romantic date or an evening with friends. But what really sets Lush Food & Drink - West Town apart from other places is their amazing food.

I was pleasantly surprised by the solid food options available on the menu. From the charcuterie board to the truffle fries, everything tasted delicious and paired perfectly with their great wine selection. I must say, their wine list is extensive and impressive.

What I loved most about Lush Food & Drink - West Town was their knowledgeable wine experts. They were able to suggest wines based on my taste preferences and even gave me some history behind each bottle. It was like having my own personal sommelier!

Overall, I highly recommend Lush Food & Drink - West Town for anyone looking for a unique dining experience in Chicago. The combination of amazing food, great wine selection, and knowledgeable staff make this place a must-visit spot for any wine lover out there!

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Alex Irvin

Alex enthusiastically explores her hometown of Chicago with an adventurous spirit and a pen in hand. As a freelance writer, Alex specializes in reviewing places in and around the city. From restaurants to theaters, Alex brings attention to interesting finds throughout the area. Along with her reviews, Alex writes articles on Chicago's neighborhoods, engaging events, and her own travel stories. When Alex can't be found behind a computer, you'll find her sampling the newest restaurant, attending a play or strolling around the city.