Best Wine Bars in Old Town

26 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant

1. The Walnut Room - Chicago

4.7

Exceptional(6665)

Price: Expensive

• Wine bar • Downtown / Loop

Booked 272 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

2. Quartino - Chicago

4.5

Awesome(10910)

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.

3. il Porcellino

4.7

Exceptional(4167)

Price: Moderate

• Wine bar • River North (Chicago)

Booked 93 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.

4. Hawksmoor Chicago

4.4

Awesome(291)

Price: Moderate

• Wine bar • River North (Chicago)

Booked 77 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

5. Francesca's on Chestnut

4.5

Awesome(2670)

Price: Moderate

• Wine bar • Gold Coast / Streeterville

Booked 83 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.

6. Brass Tack

4.6

Exceptional(643)

Price: Expensive

• Wine bar • Gold Coast / Streeterville

Booked 28 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.

7. Riccardo Enoteca

4.9

Exceptional(1145)

Price: Moderate

• Wine bar • Lincoln Park

Booked 6 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 The Capital Grille - Chicago - Downtown restaurant

8. The Capital Grille - Chicago - Downtown

4.8

Exceptional(4631)

Price: Very Expensive

• Wine bar • Gold Coast / Streeterville

Booked 55 times today

The Capital Grille in Chicago's Gold Coast / Streeterville neighborhood is a standout choice for Wine Bar enthusiasts. This esteemed dining spot boasts a meticulously curated wine list featuring over 350 selections, housed within a spectacular floor-to-ceiling kiosk that contains between 3,500 to 5,000 bottles. Patrons rave about the exceptional pairing recommendations, with one guest noting how "Paul is absolutely amazing at picking the exact right wine to go with whatever we’re having." This attention to detail and commitment to quality ensures every sip complements the Capital Grille's renowned cuisine, making each visit a luxurious indulgence in both food and wine. Whether you're celebrating a special occasion or simply enjoying a night out, The Capital Grille promises a premier wine experience that is both memorable and unmatched.

9. Acanto

4.8

Exceptional(3822)

Price: Expensive

• Wine bar • Downtown / Loop

Booked 38 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.

10. Jaleo - Chicago

4.5

Awesome(1024)

Price: Expensive

• Wine bar • River North (Chicago)

Booked 24 times today

Jaleo in Chicago's River North is a beacon for wine enthusiasts, offering a truly authentic Spanish Wine Bar experience. As praised by patrons, the wine pairing with the tasting menu is "phenomenal," highlighting the careful selection that complements the vibrant Spanish dishes perfectly. Jaleo's wine list is thoughtfully curated, featuring a remarkable range of Spanish wines and sherries that are rare finds in the city. As one diner noted, the white wines are "completely delicious," and the knowledgeable staff, including the commendable bartenders, enhance the experience by guiding guests through the diverse selections. Whether you're a seasoned wine connoisseur or new to Spanish varietals, Jaleo’s Wine Bar offers an unparalleled journey through Spain's rich viticultural heritage.

‘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

D
Diane
Chicago / Illinois •20 reviews
5.0
Dined 1 day ago
Dinner was terrific. Started with excellent cocktails, Caesar salad and cheese bread. There were four of us and everyone enjoyed their entrées. The best part of the evening was our server, Lynn, who was knowledgeable and professional. If you go to this restaurant ask for her!
More info
il PorcellinoPrice: Moderate• Italian• River North (Chicago)
•
4.7
M
Maureenvip
Chicago / Illinois •86 reviews
5.0
Dined 1 day ago
Went for a Happy Hour on Friday evening. Nice selections on the HH menu. Decent portions. Two of us shared the bruschetta, spaghetti and Caesar salad. And had room left for the chocolate cake. Yum! The place wasn’t crowded when we got there but was filling up by 6:15. I guess the noise level would go up then but it was nice and conversation friendly when we were there.
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Francesca's on ChestnutPrice: Moderate• Italian• Gold Coast / Streeterville
•
4.5
C
csnyder023
Cincinnati / Dayton •6 reviews
5.0
Dined 1 day ago
Lulu was very knowledgeable and attentive. We loved her guidance throughout the meal and would absolutely request her again! The food was divine and the wine selection was vast. I haven’t been back since 2018 and am so glad we got to visit this trip! We will be back :)
More info
Quartino - ChicagoPrice: Moderate• Italian• River North (Chicago)
•
4.5
S
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
T
Timvip
Chicago / Illinois •18 reviews
5.0
Dined 4 days ago
Love the upscale pub decor. Som let us try a few wines before ordering a nice Vermentino and Barbera. Good Ceasar salad. The chicken was wonderful and large portion. The lobster Louie had tons of lobster. Veg Wellington was excellent. Nice job.
More info
Hawksmoor ChicagoPrice: Moderate• Steakhouse• River North (Chicago)
•
4.4

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26 restaurants available nearby

1. The Walnut Room - Chicago

2. Quartino - Chicago

3. il Porcellino

4. Hawksmoor Chicago

5. Francesca's on Chestnut

6. Brass Tack

7. Riccardo Enoteca

8. The Capital Grille - Chicago - Downtown

9. Acanto

10. Jaleo - Chicago

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