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Best Wine Bars in South Side

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23 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant
1. The Walnut Room - Chicago
4.6
Exceptional(7790)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 22 times today
The Walnut Room - Chicago is a beacon of exceptional Vegetarian cuisine, nestled in the vibrant heart of Downtown Chicago. Known for its historic charm and delightful ambiance, this iconic venue offers a "magical dining experience" that has enchanted guests for over a century. The Mushroom Ravioli has been described as "incredible," and the menu abounds with fresh, flavorful vegetarian options that delight the palate. The restaurant's commitment to quality is evident in every dish, promising both an authentic and satisfying culinary journey. Whether you're a local or a visitor, The Walnut Room is a must-visit for vegetarian enthusiasts seeking a memorable dining experience.
A photo of Bronzeville Winery restaurant
2. Bronzeville Winery
4.3
Awesome(111)
Price: Very Expensive
• Wine bar • Bronzeville
Booked 19 times today
Bronzeville Winery in Chicago's vibrant Bronzeville neighborhood offers an extraordinary Cocktail Bar experience that is simply unmatched. With an ambiance that's both "chill" and "pleasant," this establishment has become a favorite for those seeking top-tier drinks and service. Guests rave about the "delicious drinks" and "great wine flight," highlighting the creativity and expertise behind each cocktail. The bar's dedication to quality is evident in every sip, making it a must-visit destination for cocktail enthusiasts. With lively music and a "fantastic atmosphere," Bronzeville Winery promises a memorable night out, perfectly blending its rich cultural heritage with modern mixology flair.
A photo of Acanto restaurant
3. Acanto
4.8
Exceptional(3935)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 57 times today
Acanto Restaurant + Wine Bar, located in the vibrant Downtown Loop of Chicago, is a haven for wine enthusiasts and Italian cuisine lovers alike. This esteemed establishment boasts one of the most revered wine programs in the U.S., earning a prestigious three-star rating by World of Fine Wine and a two-glass "Best of Excellence" rating by Wine Spectator. Visitors rave about the "fabulous wine selection" and "knowledgeable sommelier" who enhance the dining experience with passionate recommendations. The cozy, conversation-friendly atmosphere paired with an exceptional array of Italian classics and craft cocktails ensures that Acanto is a must-visit destination for any wine lover.
A photo of The Florentine restaurant
4. The Florentine
4.4
Awesome(1313)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 32 times today
The Florentine, nestled in the heart of Chicago's vibrant Loop Financial district at the JW Marriott, is a hidden gem for Contemporary Italian cuisine. With a menu that artfully balances simplicity and quality, it features top-notch imported Italian pastas, cheeses, and meats alongside local farm ingredients. Diners rave about the "fantastic grilled octopus appetizer" and the "wonderfully fresh, delicious, and well-seasoned entrees." The restaurant's ambiance is both elegant and warm, providing an ideal setting for intimate dinners or lively group gatherings. The Florentine's attentive service and culinary excellence make it a must-visit destination for Italian food enthusiasts.
A photo of Dolce Arte - The Art of Food restaurant
5. Dolce Arte - The Art of Food
4.7
Exceptional(19)
Price: Moderate
• Wine bar • Bridgeport
Booked 1 time today
Dolce Arte - The Art of Food is a Café delight nestled in the heart of Bridgeport, Chicago, offering a genuine taste of Italy with every bite. Renowned for its "phenomenal food" and "impeccable service," this cozy café invites you to indulge in a variety of freshly baked Italian pastries and the finest LavAzza coffee. Diners rave about the "best American pancakes" and the exquisite pasta paired with Antinori wine, making each meal a memorable experience. Whether you're there for breakfast, lunch, or dinner, Dolce Arte promises an "outstanding dining experience" that will have you eagerly planning your next visit.
A photo of Quartino - Chicago restaurant
6. Quartino - Chicago
4.6
Exceptional(11107)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 136 times today
Quartino Ristorante in Chicago's vibrant River North neighborhood offers an authentic slice of Italy with its exceptional Pizzeria cuisine. Known for its Neapolitan thin-crust pizzas, Quartino consistently delights diners with its "delicious food and service," as one regular praises. The pizzas are a standout, with rave reviews highlighting them as a "favorite place for pizza in Chicago." The lively atmosphere and attentive staff add to the warmth and charm of the dining experience. Perfectly capturing the essence of Italian dining, Quartino's pizzas are "a big hit," making it a must-visit for anyone seeking genuine Pizzeria flavors in the city.
A photo of il Porcellino restaurant
7. il Porcellino
4.8
Exceptional(4337)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 125 times today
Il Porcellino, nestled in the vibrant River North neighborhood of Chicago, is a true gem for Wine Bar enthusiasts. This charming spot is celebrated for its "fun and approachable wine program," which proudly features a selection of exquisite Italian wines perfect for sharing. Diners consistently rave about the "stellar service" and the cozy, welcoming atmosphere that complements the authentic Italian-American fare. The wine bar at Il Porcellino provides the perfect backdrop for savoring a glass of Lambrusco Spritz or Prosecco while indulging in their delicious garlic bread and house-made pastas. It's a must-visit for anyone seeking a delightful wine and dining experience.
A photo of Hawksmoor Chicago restaurant
8. Hawksmoor Chicago
4.5
Awesome(499)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 60 times today
Hawksmoor Chicago is a haven for seafood lovers, offering an experience that is both authentic and of the highest quality. Located in the vibrant River North neighborhood, this restaurant sources its seafood from trusted Northeastern fishermen, ensuring that every dish is as fresh and flavorful as possible. Diners rave about the "phenomenal oysters" and "tender and fresh scallops," with many describing their meals as "absolutely delicious." The commitment to quality and detail shines through every plate, making Hawksmoor a must-visit destination for anyone seeking a memorable seafood dining experience in Chicago. Don't miss out on this culinary gem!
A photo of Le Bouchon - Chicago restaurant
9. Le Bouchon - Chicago
4.8
Exceptional(2154)
Price: Expensive
• Wine bar • Bucktown / Wicker Park
Booked 115 times today
Le Bouchon in Bucktown is the epitome of authentic Comfort Food, weaving classic French bistro flavors into every dish. Known for its cozy Parisian vibe, this neighborhood gem consistently delivers "absolutely exquisite" meals that transport diners straight to France. The steak frites and French onion soup are lauded as "off the charts good," while the cassoulet is a must-try favorite. Guests rave about the "phenomenal" service and warm atmosphere, making each visit a memorable experience. Voted one of the best French restaurants in America, Le Bouchon is cherished for its enduring quality and "unforgettable" culinary delights.
A photo of Francesca's on Chestnut restaurant
10. Francesca's on Chestnut
4.6
Exceptional(2783)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 28 times today
Francesca's on Chestnut in Chicago's vibrant Gold Coast neighborhood offers a premium Bar/Lounge/Bottle Service experience that is truly exceptional. Known for its warm and inviting atmosphere, guests consistently praise the attentive service and delightful ambiance. One reviewer exclaimed, “Service was outstanding, and the ambiance was just right for a holiday meal.” The staff, including exceptional servers like Ben and Jorge, provide personalized experiences, making every visit feel special. With a focus on high-quality beverages and a cozy setting, Francesca's creates the perfect backdrop for memorable evenings, making it an ideal spot for both casual get-togethers and special occasions.
‘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.

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