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Best Wine Bars in South Side

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22 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant
4.7
Exceptional(6666)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 257 times today
Nestled in the bustling heart of Downtown Chicago, The Walnut Room offers a truly authentic Vegetarian dining experience that captivates both the palate and the heart. Celebrated as a local tradition since 1907, this iconic venue inside Macy's on State Street shines with its commitment to quality and service. Patrons frequently praise its "delicious" offerings and the "wonderful atmosphere" that make every dining experience memorable. Highlights from the Vegetarian menu include creatively crafted dishes that emphasize freshness and flavor, making it a prime destination for those seeking a culinary delight. As one reviewer enthusiastically noted, "The food is always delicious. The service is always great. And just a lovely place to dine." Whether it’s the charm of the historic setting or the exquisite Vegetarian cuisine, The Walnut Room is a must-visit for those seeking exceptional dining in Chicago.
A photo of Bronzeville Winery restaurant
4.4
Awesome(51)
Price: Very Expensive
• Wine bar • Bronzeville
Booked 27 times today
Bronzeville Winery, located in the vibrant South Side of Chicago, stands out as a premier destination for wine enthusiasts seeking authenticity and quality. This unique establishment not only showcases a rotating wine list from Women, Minority, and African American-owned labels but also pairs these exquisite selections with a dynamic, seasonal menu. Guests rave about the "immaculate vibes" and "elevated" dining experience, emphasizing the perfect marriage of fine wines and reimagined comfort foods. One diner highlighted, "The wine flights were excellent! There wasn't a single glass we didn't enjoy!" making it clear that Bronzeville Winery is a must-visit for anyone who appreciates the finer nuances of a well-curated wine bar.
A photo of Dolce Arte - The Art of Food restaurant
4.7
Exceptional(13)
Price: Moderate
• Wine bar • Bridgeport
Booked 2 times today
Dolce Arte - The Art of Food in Bridgeport, Chicago, is a beacon of café culture, offering a delightful experience with its authentic Italian pastries and world-renowned LavAzza coffee. Patrons rave about the "amazing food" and the "excellent coffee," which stand as testaments to the café's commitment to quality and authenticity. One reviewer exclaimed, "Latte was amazing and the pastries were phenomenal!!!" The café's ambiance is equally praised, with its spacious, sunny setting that invites guests to relax and enjoy their visit. Whether it's grabbing a quick coffee or indulging in a leisurely brunch, Dolce Arte provides a perfect blend of superb cuisine, welcoming service, and a vibrant atmosphere, making it a must-visit destination in Bridgeport.
A photo of Acanto restaurant
4.8
Exceptional(3822)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 40 times today
Nestled in the vibrant heart of Downtown Chicago's Loop, Acanto Restaurant + Wine Bar offers an exceptional Wine Bar experience that is a cut above the rest. Celebrated for its "dynamic wine program" that has earned a 3-star rating from World of Fine Wine and a two-glass “Best of Excellence” rating by Wine Spectator, Acanto is the go-to destination for wine aficionados. Patrons rave about the extensive selection, with one guest praising "the best pasta sauce imaginable," and another emphasizing the "perfect pairing" of their wine choice with the delectable Italian dishes. The ambiance is described as "perfect for a date night," making Acanto a must-visit for those seeking an authentic and sophisticated dining experience right across from Millennium Park. Whether it's for a casual happy hour or a refined dinner, the combination of exquisite wines and seasonally-driven Italian cuisine ensures a memorable outing.
A photo of The Florentine restaurant
4.4
Awesome(1297)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 20 times today
Nestled in the heart of Chicago's vibrant Loop Financial district within the JW Marriott, The Florentine stands out as a paragon of Contemporary Italian cuisine. Its menu, celebrated for its simplicity and emphasis on superior ingredients, features top-notch imported Italian pastas, cheeses, salts, and meats alongside finely sourced local farm produce. Patrons consistently praise its offerings, with one noting, “The grilled octopus appetizer was FANTASTIC!” and another lauding the “absolute quality service, food, and libations.” Whether it's for an intimate dinner or a large gathering, The Florentine delivers an exquisite dining experience that captures the essence of authentic Italian fare with a modern twist.
A photo of Quartino - Chicago restaurant
4.5
Awesome(10910)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 161 times today
Quartino Ristorante in Chicago's bustling River North neighborhood is a gem for authentic Italian pizzeria cuisine. Known for its Neapolitan thin-crust pizza, the restaurant offers a slice of Italy with every bite, emphasizing the use of traditional techniques and high-quality ingredients. Diners rave about the experience, noting the pizza as a standout dish, with one review highlighting, "Pizza always is great and chocolate cake for birthday dessert was spectacular!" Quartino's vibrant atmosphere and shared plate concept make it perfect for those looking to enjoy a slice in good company. Its consistent praise for delicious, authentic food and inviting ambiance makes it a must-visit for anyone craving exceptional Italian fare in Chicago.
A photo of il Porcellino restaurant
4.7
Exceptional(4168)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 92 times today
Il Porcellino in River North, Chicago, is renowned not just for its classic Italian-American dishes but also for its exceptional Wine Bar, making it a must-visit for wine lovers. The wine program at Il Porcellino is "fun and approachable," featuring a meticulously curated selection that emphasizes Italian vintages, perfect for pairing with their hearty, homemade pastas and antipasti. Diners consistently rave about the atmosphere and the quality of both the food and wine; one guest highlighted, "Wine was excellent; it was our first time there and didn’t have any expectations, it was a succulent surprise." This spot truly provides a delightful dining experience with an authentic Italian flair and a wine list that complements every dish beautifully.
A photo of Hawksmoor Chicago restaurant
4.4
Awesome(291)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 79 times today
Hawksmoor Chicago, nestled in the historic LaSalle Drive Cable Car Powerhouse in River North, has quickly made its mark as a premier steakhouse destination. Praised for elevating Chicago's steak scene to "a new level," Hawksmoor delights diners with its perfectly grilled châteaubriand and a variety of expertly cooked steaks that let the "meat speak for itself." Reviewers rave about the "amazing food" and the ambiance that combines historical charm with contemporary elegance. The exceptional service and attention to detail, from the "full fat old fashioned" to the "bone marrow gravy," ensure every visit is memorable. As one reviewer summed up, "This place is the definition of exceptional hospitality," making Hawksmoor a must-visit for those seeking a top-tier steakhouse experience in Chicago.
A photo of Bordeaux Lounge by Turquoise restaurant
4.7
Exceptional(82)
Price: Moderate
• Wine bar • Roscoe Village
Booked 2 times today
Bordeaux Lounge by Turquoise in Roscoe Village, Chicago, is a gem for Wine Bar enthusiasts. This modern Aegean Tapas + Bar restaurant offers an exquisite selection of wines from France and across Europe, perfectly paired with chef Ezgi Bozdas's stone-fired small plates. Patrons rave about the ambiance and the quality of the wine, with one guest exclaiming, "Fantastic experience! We will be back!" Whether you're hosting a special event or enjoying a cozy dinner, Bordeaux Lounge's extensive wine list and inviting atmosphere make it a standout destination. Dive into a world of refined flavors and "impeccably clean" surroundings for a memorable dining experience.
A photo of Francesca's on Chestnut restaurant
4.5
Awesome(2672)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 95 times today
Francesca's on Chestnut, nestled in Chicago's prestigious Gold Coast neighborhood, has become a beacon for those seeking exceptional Bar / Lounge / Bottle Service. Patrons consistently laud the atmosphere and the quality of service at the bar, with one guest exclaiming, "The bartender was terrific!!!" The restaurant offers a perfect pre-dining spot where friends can gather for beautifully crafted cocktails and engaging conversation in a vibrant yet comfortable setting. Reviews highlight the seamless service and the skillful bartenders, making it a standout choice for an evening out. Whether it's for a casual drink or a special celebration, Francesca's provides a memorable bar experience with its unique blend of top-notch service, inviting ambiance, and a drink menu that complements its rustic Italian cuisine.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • Terry
    Chicago / Illinois •12 reviews
    5.0
    Dined 1 day ago
    Food and service was excellent. A hidden gem in Bridgeport.
    More info
    Dolce Arte - The Art of FoodPrice: Moderate• Italian• Bridgeport
    4.7
  • MAJ Erikvip
    Chicago / Illinois •3 reviews
    5.0
    Dined 2 days ago
    Always an amazing experience. Been coming here for more than 10yrs. Never disappointed! Thank you!
    More info
    The FlorentinePrice: Expensive• Italian• Downtown / Loop
    4.4
  • Seanvip
    Chicago / Illinois •10 reviews
    5.0
    Dined 4 days ago
    We’ve been hesitant to visit the Walnut Room due to food allergies but decided to give it a try. From the moment we sat down, Jesus, our waiter, was so attentive. He noticed our allergen card in the table and immediately addressed it, letting us know he find out anything we needed to know and would talk to the chef personally to see what our son could eat. We’ve always wanted to visit this beautiful restaurant but never did out of fear of allergies. But Jesus helped to make this experience amazing for our whole family. Thank you for taking the time to understand our allergies and walk us through the menu. It was a great start to the holiday season. We will be back again!
    More info
    The Walnut Room - ChicagoPrice: Expensive• American• Downtown / Loop
    4.7
  • JennK
    Nashville •5 reviews
    5.0
    Dined 5 days ago
    Acanto on Michigan Ave was the perfect choice for dinner before a concert at the Auditorium Theater. Within walking distance to the venue. Acanto had many gluten free options that were necessary for our visit. Food was fresh and so flavorful. Service was outstanding. Highly recommend.
    More info
    AcantoPrice: Expensive• Italian• Downtown / Loop
    4.8
  • Krystal-Flora
    Chicago / Illinois •1 review
    5.0
    Dined 6 days ago
    I had such a lovely time at brunch with my friends. The food was good and the bottomless mimosas were indeed bottomless. The ambiance was enjoyable and the staff were very nice and attentive
    More info
    Bronzeville WineryPrice: Very Expensive• Contemporary American• Bronzeville
    4.4
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