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Best Cocktail Bars in Old Town

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A photo of LG's Bar & Kitchen restaurant
1. LG's Bar & Kitchen
4.7
Exceptional(128)
Price: Moderate
• Cocktail Bar • Old Town
Booked 13 times today
LG's Bar & Kitchen is renowned for its exceptional cocktail bar experience in the vibrant heart of Old Town, Chicago. Celebrated for its commitment to Irish-American hospitality, LG's offers a cocktail menu that excels in both diversity and quality. Patrons rave about the authenticity and creativity of the drinks, especially the Irish whiskies that highlight the menu. Reviews often highlight the expertly crafted cocktails, with one guest noting, "the service was amazing and the drinks were even better!" Whether you're enjoying a casual evening out or looking for a lively night with great music, LG's Bar & Kitchen promises a top-tier cocktail experience that keeps locals and visitors alike coming back for more.
A photo of Three Dots and a Dash restaurant
2. Three Dots and a Dash
4.7
Exceptional(1803)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 52 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of Pandan restaurant
3. Pandan
4.6
Exceptional(38)
Price: Moderate
• Cocktail Bar • Gold Coast / Streeterville
Booked 15 times today
Venture to the 18th floor of Viceroy Chicago to discover a seductive world where the sky is your ceiling and gorgeous city views unfold from every angle. Welcome to Pandan, a lush cocktail experience in the heart of the Gold Coast. Bask in what seems like infinite sunshine and starlight as you share baos and buns from the menu of Southeast Asian cuisine. The cocktail menu is as vast as the skyline itself and full of alluring flavors you haven't yet imagined. Sink into a lounge chair surrounded by botanicals and greenery. You'll quickly see: Pandan is a world unto itself -a haven for secluded celebrations, important connections, and whispered secrets. And the undercurrent of exclusivity is undeniable. Pandan is not just a scene. It's a satisfying new perspective. Come up. Elevate.
A photo of Chateau Carbide restaurant
4. Chateau Carbide
3.8
Excellent(209)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Chateau Carbide, nestled in the vibrant River North neighborhood of Chicago, is a gem for those seeking authentic and quality Tapas/Small Plates. This botanical-driven, absinthe-inspired cocktail bar not only offers a stunning rooftop view but also excels in delivering meticulously crafted light bites that have left guests raving. Diners have praised the "outstanding presentation" and the array of flavors, especially noting the "cheese and meat hors d’oeuvre" and "fries with pistachio crumbles and crème fraîche dip" as a delightful surprise. The atmosphere, described as the "perfect blend of lively and gorgeous," enhances the dining experience, making Chateau Carbide a must-visit for anyone looking to indulge in small plates with big flavors.
A photo of The Violet Hour restaurant
5. The Violet Hour
4.7
Exceptional(150)
Price: Expensive
• Cocktail Bar • Bucktown / Wicker Park
Booked 22 times today
The Violet Hour, nestled in the lively Wicker Park neighborhood of Chicago, is a beacon of Dining Bar excellence, celebrated with a prestigious James Beard award. This venue shines with its seasonally-driven cocktails crafted by the visionary head mixologist Toby Maloney, offering an experience that is both intimate and exhilarating. Patrons rave about the "unique and delicious" drinks and the "terrific atmosphere" that makes it easy to enjoy conversations without the usual din. The sprawling marble bar and candlelit ambience add to its allure, making it a must-visit for those seeking a top-tier dining bar experience. As one reviewer puts it, it's "the best hospitality experience I’ve ever had," highlighting the exceptional service and sophisticated environment that make The Violet Hour a standout destination in Chicago's vibrant culinary scene.
A photo of Rooftop at Nobu Hotel restaurant
6. Rooftop at Nobu Hotel
4.4
Awesome(883)
Price: Very Expensive
• Cocktail Bar • West Loop
Booked 12 times today
Experience the pinnacle of Japanese cuisine at Rooftop at Nobu Hotel, nestled in Chicago's vibrant West Loop. This restaurant is not just about dining; it's an immersive experience that combines breathtaking city views with the authentic flavors of Japan. Patrons rave about the "exceptional food" and "top-notch service," where every dish from the yellowtail to the wagyu dumplings is crafted to perfection. The ambiance is equally praised, with one guest noting, "The view was absolutely beautiful, food seriously amazing and service was a 10/10!!" Whether it’s a special occasion or a desire to indulge in culinary excellence, Rooftop at Nobu Hotel promises an unforgettable experience with its exquisite Japanese offerings and stunning rooftop setting.
A photo of Fioretta restaurant
7. Fioretta
4.6
Exceptional(797)
Price: Very Expensive
• Cocktail Bar • West Loop
Booked 70 times today
Fioretta, located in the vibrant West Loop of Chicago, is celebrated for blending an old-school Italian steakhouse with modern sophistication. This gem delivers an unparalleled steak experience, with guests raving about its "spectacular price to value ratio" and the "best steaks in Chicago." The dry-aged bone-in ribeye and the Florentine steak, perfect for sharing, are standouts on the menu, showcasing the restaurant's commitment to quality and flavor. Fioretta's custom-built solid-fuel hearth ensures each steak is cooked to perfection, imparting a unique char and texture that elevates the dining experience. Whether it’s a special occasion or a casual night out, Fioretta promises an exceptional steak journey, making it a top spot for steak lovers in the city.
A photo of Celeste restaurant
8. Celeste
4.3
Awesome(181)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 3 times today
Celeste, located in the vibrant River North neighborhood of Chicago, is a beacon for cocktail aficionados. This multi-level venue shines with its Deco Supper Club, where the drink menu features craft cocktails that pay homage to Chicago's glamorous architectural history. Patrons rave about the "imaginative cocktails" and the "next level" mixology, with one guest exclaiming the cocktails are "made to perfection!" Whether it's the beautiful rooftop garden, the lively disco, or the classic Whiskey Bar, Celeste offers a unique vibe on each floor, making it a must-visit for a memorable night out in Chicago. The staff's attentiveness and the consistently praised service make every visit exceptional, ensuring that Celeste stands out not just for its drinks but for the overall experience.
A photo of The Berkshire Room restaurant
9. The Berkshire Room
4.7
Exceptional(47)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 18 times today
Immerse yourself in the refined elegance of The Berkshire Room, nestled in Chicago's vibrant River North neighborhood. This upscale lounge captivates with its "retro classy" ambiance, perfect for unwinding with friends over expertly crafted cocktails. Patrons are particularly enchanted by the signature "Dealer's Choice," a bespoke experience where you select the spirit, flavor profile, and glassware, allowing the bartender to concoct a unique creation just for you. As one reviewer raves, "The cocktail mixologists are amazing and make the best cocktails in Chicago." Whether you're a local or a visitor, The Berkshire Room promises a memorable evening with its delightful cocktails and inviting atmosphere, making it a standout destination in the city's cocktail scene.
A photo of The Rose Lounge at Adalina restaurant
10. The Rose Lounge at Adalina
4.6
Exceptional(43)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Join us in Adalina's speakeasy for an intimate drinking experience featuring a specialty curated cocktail list only available in the Rose Lounge! Reservations are not excepted and seating is on a first-come-first-serve basis.*Food menu is for the upstairs bar ONLY. No food is served in The Rose Lounge.*
‘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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