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Best Wine Bars in Old Town

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27 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant
4.6
Exceptional(7402)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 130 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 Quartino - Chicago restaurant
4.5
Awesome(10978)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 153 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(4228)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 83 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(338)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 35 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 Brass Tack restaurant
4.3
Awesome(666)
Price: Expensive
• Wine bar • Gold Coast / Streeterville
Booked 20 times today
Nestled in the prestigious Waldorf Astoria in Chicago's Gold Coast, Brass Tack is a beacon of modern American cuisine that truly stands out. Celebrated for its "exquisite food" and "top-notch service," this restaurant offers a dining experience that marries classic American flavors with a distinctive Chicago flair. Chef Nicholas Marino's menu showcases the freshest local ingredients, earning glowing reviews like "the steak was cooked perfectly" and the "lobster toast was amazing." Not just a treat for the palate, Brass Tack also boasts an award-winning wine list, recognized by Wine Spectator, and craft cocktails that keep diners coming back. Whether it's for a sumptuous brunch or a sophisticated dinner, Brass Tack promises an unforgettable culinary journey through the heart of American gastronomy.
A photo of Riccardo Enoteca restaurant
4.9
Exceptional(1154)
Price: Moderate
• Wine bar • Lincoln Park
Booked 16 times today
Riccardo Enoteca, nestled in the vibrant Lincoln Park neighborhood of Chicago, is a celebrated haven for seafood lovers. This charming restaurant, led by the culinary expertise of chefs Riccardo and Veronica Michi, consistently receives high praise for its authentic and exquisitely prepared seafood dishes. Guests rave about the "branzino in lemon butter and capers," described as "to die for," and the "calamari," hailed as "the best we’ve ever had." The restaurant's commitment to quality is evident in every dish, with patrons noting the seafood's freshness and the thoughtful, delicious pairings with herbs and sauces. Whether it's the meticulously crafted branzino or the rich, flavorful calamari, Riccardo Enoteca promises an unforgettable dining experience that highlights the best of Italian seafood cuisine.
A photo of Francesca's on Chestnut restaurant
4.5
Awesome(2713)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 74 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.
A photo of Le Bouchon - Chicago restaurant
4.8
Exceptional(2082)
Price: Expensive
• Wine bar • Bucktown / Wicker Park
Booked 41 times today
Le Bouchon, nestled in Chicago's vibrant Bucktown neighborhood, is a haven for authentic French comfort food. Patrons rave about the "amazing food, service, and ambiance" that consistently impress, making it a beloved staple since 1993. Recognized by Timeout Magazine as one of America's best French restaurants, Le Bouchon offers a menu that transports diners straight to Paris. Favorites like the "perfect" French onion soup and the succulent Coq au Vin highlight the culinary mastery found here. One diner described the experience as "transported to a cozy corner of Paris," underscoring the authentic, high-quality comfort food that Le Bouchon proudly serves. Whether it’s the bustling vibe or the exquisite dishes, every visit promises a delightful slice of France right in the heart of Chicago.
A photo of Acanto restaurant
4.8
Exceptional(3852)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 52 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 Eduardo's Enoteca - Gold Coast restaurant
4.6
Exceptional(417)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 8 times today
Eduardo's Enoteca, a romantic Italian wine bar nestled away in the Gold Coast neighborhood of Chicago, stands out as a gem for wine lovers and food enthusiasts alike. Known for its "small-batch boutique wine selection," this cozy spot is perfect for those seeking an authentic Italian bistro experience. Patrons rave about the quality of both the service and the offerings. With glowing reviews highlighting the "amazing service" and "excellent food," it's clear Eduardo's Enoteca delivers an exceptional dining experience. The charcuterie boards, handmade pizzas, and pastas perfectly complement their meticulously curated wines, making any evening spent here a delightful escape to Italy. As one diner put it, the atmosphere is "cool" and the value "great," making Eduardo's Enoteca a must-visit for anyone in Chicago.
‘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
  • Lisa
    Chicago / Illinois •1 review
    5.0
    Dined 1 day 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
  • Kelly
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    We've been to Sunday Roasts in London and Ireland so we didn't know what to expect in Chicago. It EXCEEDED our expectations. We all had the Sunday Roast, so we can't speak about any other meal. The food was all delicious. It was enough to fill us, but not enough to make us uncomfortable. Everything was cooked to perfection and required no extra seasoning. We shared several desserts and loved every single one of them (sorbet, apple jack sundae, sticky toffe pudding - OMG - and the peanut butter louis). Would highly highly highly recommend Hawksmoor Chicago.
    More info
    Hawksmoor ChicagoPrice: Moderate• Steakhouse• River North (Chicago)
    4.5
  • Paul
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    The wait staff were amazing. Our server gave great descriptions and suggestions for ordering. The family style service provided a great opportunity to taste and try a very tasty variety of starters and main dishes. We had a large group of 12-6 adults and 6 kids ranging in age from about 17 months to 17 years of age. Drinks and food came out as they were ready and gave everyone plenty of time to enjoy. The venue has a warm and welcoming vibe in sync with the warm and welcoming staff. Looking forward to our next visit!
    More info
    Quartino - ChicagoPrice: Moderate• Italian• River North (Chicago)
    4.5
  • MarieVIP
    Atlanta Metro •3 reviews
    5.0
    Dined 4 days ago
    Exceptional service and staff! The food was great and perfect portions.
    More info
    Brass TackPrice: Expensive• American• Gold Coast / Streeterville
    4.3
  • Larry
    Orlando / Central Florida East •3 reviews
    5.0
    Dined 6 days ago
    The noise level does not allow me to rate it as, to damn loud ! Otherwise great food and service. Our waitress was outstanding. Support staff on top of everything. Food was delicious. We entered when there were just 4 tables occupied. As the evening progressed and noise level rosé, I noticed the music volume was turned up. As more tableau were filled, music turned up further. Why ? To motivatie people not to linger in order to turn over tables quicker ? As much as we enjoyed everything else. Not sure if we will return to all that noise which the restaurant creaties by continually increasing volume of music
    More info
    il PorcellinoPrice: Moderate• Italian• River North (Chicago)
    4.7
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