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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(7489)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 311 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(10996)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 160 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(4245)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 124 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 Brass Tack restaurant
4.3
Awesome(670)
Price: Expensive
• Wine bar • Gold Coast / Streeterville
Booked 40 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 Hawksmoor Chicago restaurant
4.5
Awesome(347)
Price: Moderate
• Wine bar • River North (Chicago)
Booked 59 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 Francesca's on Chestnut restaurant
4.5
Awesome(2726)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 90 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 Riccardo Enoteca restaurant
4.9
Exceptional(1155)
Price: Moderate
• Wine bar • Lincoln Park
Booked 14 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 Le Bouchon - Chicago restaurant
4.8
Exceptional(2084)
Price: Expensive
• Wine bar • Bucktown / Wicker Park
Booked 67 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 Eduardo's Enoteca - Gold Coast restaurant
4.6
Exceptional(417)
Price: Moderate
• Wine bar • Gold Coast / Streeterville
Booked 14 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.
A photo of Acanto restaurant
4.8
Exceptional(3855)
Price: Expensive
• Wine bar • Downtown / Loop
Booked 33 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.
‘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
  • JenniferVIP
    Chicago / Illinois •38 reviews
    5.0
    Dined 1 day ago
    My son’s 22nd birthday with my husband and his girlfriend. It was their 1st time, our 2nd. The garlic bread was so amazing we ordered a second one. The lasagna was the BEST I’ve ever had. I make a good piccata, but my son finished almost all of his dish! Chicken Parmesan was “fine” (get the lasagna).
    More info
    il PorcellinoPrice: Moderate• Italian• River North (Chicago)
    4.7
  • GreiceVIP
    Chicago / Illinois •4 reviews
    5.0
    Dined 4 days ago
    Wonderful meals and service! So glad for having a Christmas brunch there with my family
    More info
    Brass TackPrice: Expensive• American• Gold Coast / Streeterville
    4.3
  • Andy
    Chicago / Illinois •2 reviews
    5.0
    Dined 5 days ago
    Hawksmoor is a wonderful addition to Chicago's dining scene! We first discovered Hawksmoor several years ago in London and quickly made it a tradition to have Christmas Eve dinner at their Seven Dials location before returning to the States from our annual holiday trip. This year, our travels brought us to London earlier than usual, so we were unable to continue our tradition there. However, since Hawksmoor Chicago opened, we’ve had the pleasure of dining here several times, and we were thrilled to continue our Hawksmoor tradition—not in London, but in Chicago—tonight! Everything about Hawksmoor Chicago is wonderful—the food, ambiance, and service are all exceptional. The portion sizes are just right, and the quality of the steak and all ingredients shines through in every dish. In a city brimming with steakhouses, Hawksmoor stands out for being unpretentious, fun, and consistently delivering a perfect night out. We’re so excited to have this piece of London here in Chicago, and we’ll definitely be back soon!
    More info
    Hawksmoor ChicagoPrice: Moderate• Steakhouse• River North (Chicago)
    4.5
  • TriciaVIP
    Chicago / Illinois •5 reviews
    5.0
    Dined 5 days ago
    Every bit of our experience was perfection. We were a party of six and enjoyed Caesar salad, arugula salad, fettuccine Alfredo, penne a la vodka, meatballs, quatro formaggi pizze, tiramisu, vanilla gelato/strawberry (can’t remember the name… and espresso martinis… all amazing. Service was great. We will be back.
    More info
    Quartino - ChicagoPrice: Moderate• Italian• River North (Chicago)
    4.5
  • 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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