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Best Cocktail Bars in Streeterville

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A photo of The 101 Bar, Grill & Rooftop restaurant
1. The 101 Bar, Grill & Rooftop
4.2
Awesome(57)
Price: Moderate
• Cocktail Bar • Streeterville
Booked 28 times today
101 Club Bar & Patio is a shining star of authentic American cuisine, nestled in the vibrant Streeterville neighborhood of Chicago. This urban oasis beautifully melds great food and a welcoming atmosphere, making it a favorite haunt for locals and visitors alike. Guests rave about the "delicious food and excellent service," with standout dishes like the "Truffle flatbread" and "Famous Chicken Salad" leaving a lasting impression. The restaurant's ambiance is enhanced by live jazz music, creating a perfect backdrop for a relaxing meal. Whether you're there for a cozy dinner or a lively brunch, 101 Club Bar & Patio promises an unforgettable dining experience.
A photo of Upstairs at The Gwen restaurant
2. Upstairs at The Gwen
4.2
Awesome(315)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 41 times today
Upstairs at The Gwen is a must-visit for Afternoon Tea enthusiasts, offering a truly unique and lively "Tipsy Tea" experience in the heart of River North, Chicago. This isn't just tea; it's a vibrant celebration with bottomless beverages, a DJ spinning tunes, and a themed menu that changes each month, ensuring every visit is fresh and exciting. Guests rave about the "delicious desserts" and the "wonderful themed event," making it a memorable outing. The stunning rooftop setting, combined with the warm ambiance and impeccable service, makes Upstairs at The Gwen a standout destination for an unforgettable Afternoon Tea experience.
A photo of The Berkshire Room restaurant
3. The Berkshire Room
4.5
Awesome(64)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 6 times today
The Berkshire Room, nestled within River North's chic ACME Hotel, offers an unparalleled Bar and Lounge experience with its exceptional craft cocktails. Guests are consistently dazzled by the "Dealers' Choice," where skilled bartenders create personalized concoctions tailored to each patron’s preferences. The retro classy atmosphere provides the perfect backdrop for a memorable night out, whether you're on a date or enjoying a nightcap with friends after a show. Visitors rave about the "best drinks in town" and the engaging mixologists who bring a touch of magic to every glass. For those seeking an authentic and innovative cocktail experience, The Berkshire Room is a must-visit gem.
A photo of Three Dots and a Dash restaurant
4. Three Dots and a Dash
4.8
Exceptional(1966)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 66 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 Terrace 16 restaurant
5. Terrace 16
4.6
Exceptional(2340)
Price: Expensive
• Cocktail Bar • Near North
Booked 58 times today
Terrace 16 in Chicago is a beacon of authentic American cuisine, beautifully capturing the essence of New American flavors. Located on the 16th floor of Trump International Hotel & Tower, it offers diners an "amazing experience" enriched by breathtaking city views. Reviews consistently celebrate the "fabulous views" and "outstanding food," making it a must-visit for locals and tourists alike. The vibrant menu, crafted from fresh ingredients, speaks powerfully for itself, while the extensive craft cocktail program and thoughtful wine list complement the flavorful offerings. With a warm ambiance and exceptional service, Terrace 16 promises an unforgettable dining experience in the heart of Chicago.
A photo of Machine Cocktail Bar restaurant
6. Machine Cocktail Bar
new
4.6
Exceptional(9)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 5 times today
Welcome to Machine Cocktail Bar: the next chapter in the evolution of the Machine Hospitality Group. Now nestled in a discreet new location at 213 W Institute, Machine Cocktail Bar redefines the cocktail experience with a blend of artistry, innovation, and atmosphere. The soul of Machine from its former iteration is still very much alive, while refining its cocktail approach and reinventing our visual identity.Must be 21+ to enjoy MachineFor parties of more than 8 please email, colleen@machinehospitality.com
A photo of bar avec restaurant
7. bar avec
4.6
Exceptional(75)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 30 times today
At bar avec, located in Chicago's vibrant River North neighborhood, patrons are treated to a quintessential Contemporary American dining experience that dazzles both the palate and the eyes. With sweeping views of the city's stunning skyline from its open-air rooftop, this restaurant stands out for its "fresh and unique farm-to-table food" and "delicious cocktails." The ambiance is described as "amazing," making it a perfect spot for a memorable night out. Diners rave about the "amazing apps and drinks," and the service is consistently praised for being "outstanding." For anyone seeking a true taste of Contemporary American cuisine, bar avec is a must-visit destination.
A photo of Chateau Carbide restaurant
8. Chateau Carbide
4.0
Excellent(232)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 55 times today
At Château Carbide, the Tapas / Small Plates cuisine shines with an authentic, botanical twist that elevates the dining experience to new heights. Nestled on the rooftop of Pendry Chicago, diners can savor light bites crafted by expert Pendry Chefs, all while enjoying breathtaking city views. Guests rave about the "outstanding presentation" and "so many flavors" present in dishes like the cheese and meat hors d’oeuvre and uniquely seasoned fries. This al fresco destination captures the quintessential charm of the French countryside. With a vibrant ambiance and staff known for their "amazing service," Château Carbide is a must-visit for tapas enthusiasts.
A photo of The Franklin Room restaurant
9. The Franklin Room
4.9
Exceptional(1985)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 11 times today
The Franklin Room in Chicago’s River North neighborhood is a must-visit for lovers of authentic American cuisine. Renowned for its "phenomenal cuisine" and "world-class service," this hidden gem offers a modern twist on turn-of-the-century American tavern fare. Diners rave about its "delicious food" and "extensive bourbon list," making it a paradise for serious whiskey enthusiasts. The atmosphere is described as "cozy, classy," and reminiscent of a sophisticated speakeasy, perfect for any occasion. With standout dishes like the "butcher steak" and "sea bass," and a staff that consistently goes "above and beyond," The Franklin Room promises a memorable dining experience.
A photo of HIDE + SEEK restaurant
10. HIDE + SEEK
4.6
Exceptional(481)
Price: Expensive
• Cocktail Bar • West Loop
Booked 31 times today
HIDE + SEEK in West Loop, Chicago, is a vibrant Cocktail Bar that elevates the art of drink-making to new heights. Known for its "awesome cocktails" and "top-notch drinks," this establishment is a haven for cocktail enthusiasts. Diners rave about the expertly crafted drinks like the Shadow Play and Midnight in Madrid, which boast "incredible flavor profiles" that cater to diverse palates. The innovative beverage program offers fresh takes on classic cocktails, ensuring each sip is both refreshing and memorable. With a lively atmosphere and attentive service, HIDE + SEEK promises a cocktail experience that's both sophisticated and playful, making it a perfect choice for any occasion.
‘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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