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Best Wineries in South Side

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23 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant
4.6
Exceptional(7497)
Price: Expensive
• Winery • Downtown / Loop
Booked 349 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
4.5
Awesome(56)
Price: Very Expensive
• Winery • Bronzeville
Booked 22 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(14)
Price: Moderate
• Winery • 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(3855)
Price: Expensive
• Winery • Downtown / Loop
Booked 37 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(1307)
Price: Expensive
• Winery • Downtown / Loop
Booked 21 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(10997)
Price: Moderate
• Winery • River North (Chicago)
Booked 147 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(4248)
Price: Moderate
• Winery • River North (Chicago)
Booked 128 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
4.5
Awesome(347)
Price: Moderate
• Winery • River North (Chicago)
Booked 58 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
4.8
Exceptional(85)
Price: Moderate
• Winery • Roscoe Village
Booked 5 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(2726)
Price: Moderate
• Winery • Gold Coast / Streeterville
Booked 91 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
  • LaurieVIP
    Chicago / Illinois •93 reviews
    5.0
    Dined 1 day ago
    Food was excellent! Scott was a very attentive server! Both Scott and his colleague Andrew Spence (who seated us and made great wine suggestions), were highly knowledgeable about the menu and we enjoyed speaking with them. It was a lovely evening and we’d definitely return. The truffle gnocchi, meatball appetizer, salmon, scallops, and filet were all outstanding!
    More info
    The FlorentinePrice: Expensive• Italian• Downtown / Loop
    4.4
  • Mary Jo
    Chicago / Illinois •8 reviews
    5.0
    Dined 2 days ago
    I would give this 5 stars except for the price - a bit steep for lunch -,but the food was amazing except for the risotto which was too sweet for a main course. I have just returned from Italy and I would say this food was very authentic. The calamari was exceptional and I’ve ordered it in a lot of places. I loved the ambiance and appreciated the quietness of the restaurant especially given that so many places thrive on a high noise level. We also enjoyed the music selection.
    More info
    AcantoPrice: Expensive• Italian• Downtown / Loop
    4.8
  • JUSTIN
    Chicago / Illinois •3 reviews
    5.0
    Dined 3 days ago
    Nice ambience and small plates. Drinks were good too. Nice option in the area. Good music.
    More info
    Bronzeville WineryPrice: Very Expensive• Contemporary American• Bronzeville
    4.5
  • Richard
    Chicago / Illinois •5 reviews
    5.0
    Dined 3 days ago
    Service was awesome. Food was very good. Meatball app a must.
    More info
    Dolce Arte - The Art of FoodPrice: Moderate• Italian• Bridgeport
    4.7
  • Lisa
    Chicago / Illinois •1 review
    5.0
    Dined 6 days ago
    We came over to check in about 15 mins before our reservations and we were seared immediately. Everyone was so friendly and polite. The place was decorated beautifully. We love the fairies that come around to the table no matter how old you are. They were so sweet and make the experience even more enjoyable. Our waiter was wonderful so attentive, never having to look for him, always refilling our glasses and providing prompt and friendly service. Food came out quick and was very good. We never felt rushed. We were able to go by the tree and take pictures. It was just a fabulous time. We had our first experience there last year and now we’ve made this an annual tradition. We look forward to many more years to come.
    More info
    The Walnut Room - ChicagoPrice: Expensive• American• Downtown / Loop
    4.6
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