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Best Cocktail Bars in Streeterville

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A photo of The Berkshire Room restaurant
1. The Berkshire Room
4.8
Exceptional(84)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 11 times today
The Berkshire Room, nestled within River North's chic ACME Hotel, offers an unparalleled Bar and Lounge experience with its exceptional craft cocktails. Guests are consistently dazzled by the "Dealers' Choice," where skilled bartenders create personalized concoctions tailored to each patron’s preferences. The retro classy atmosphere provides the perfect backdrop for a memorable night out, whether you're on a date or enjoying a nightcap with friends after a show. Visitors rave about the "best drinks in town" and the engaging mixologists who bring a touch of magic to every glass. For those seeking an authentic and innovative cocktail experience, The Berkshire Room is a must-visit gem.
A photo of HIDE + SEEK restaurant
2. HIDE + SEEK
4.6
Exceptional(682)
$$$$
• Cocktail Bar • West Loop
Booked 80 times today
HIDE + SEEK in West Loop, Chicago, is a vibrant Cocktail Bar that elevates the art of drink-making to new heights. Known for its "awesome cocktails" and "top-notch drinks," this establishment is a haven for cocktail enthusiasts. Diners rave about the expertly crafted drinks like the Shadow Play and Midnight in Madrid, which boast "incredible flavor profiles" that cater to diverse palates. The innovative beverage program offers fresh takes on classic cocktails, ensuring each sip is both refreshing and memorable. With a lively atmosphere and attentive service, HIDE + SEEK promises a cocktail experience that's both sophisticated and playful, making it a perfect choice for any occasion.
A photo of Pandan restaurant
3. Pandan
4.7
Exceptional(74)
$$$$
• Cocktail Bar • Gold Coast / Streeterville
Booked 16 times today
Venture to the 18th floor of Viceroy Chicago to discover a seductive world where the sky is your ceiling and gorgeous city views unfold from every angle. Welcome to Pandan, a lush cocktail experience in the heart of the Gold Coast. Bask in what seems like infinite sunshine and starlight as you share baos and buns from the menu of Southeast Asian cuisine. The cocktail menu is as vast as the skyline itself and full of alluring flavors you haven't yet imagined. Sink into a lounge chair surrounded by botanicals and greenery. You'll quickly see: Pandan is a world unto itself -a haven for secluded celebrations, important connections, and whispered secrets. And the undercurrent of exclusivity is undeniable. Pandan is not just a scene. It's a satisfying new perspective. Come up. Elevate.
A photo of Machine Cocktail Bar restaurant
4. Machine Cocktail Bar
4.3
Awesome(40)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 2 times today
Machine Cocktail Bar is an upscale Chicago cocktail bar and event venue located in River North, offering a high-level design aesthetic, immersive interiors, and a refined nightlife atmosphere ideal for private events and social gatherings. Perfect for birthday parties, corporate events, company happy hours, after-work events, networking events, brand activations, holiday parties, cocktail receptions, anniversaries, engagement parties, private celebrations, and milestone events, Machine delivers a sophisticated yet energetic setting for memorable experiences.Must be 21+ to enjoy MachineFor parties of more than 8 please email, colleen@machinehospitality.com
A photo of The Franklin Room restaurant
5. The Franklin Room
4.9
Exceptional(2088)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 15 times today
The Franklin Room in Chicago’s River North neighborhood is a must-visit for lovers of authentic American cuisine. Renowned for its "phenomenal cuisine" and "world-class service," this hidden gem offers a modern twist on turn-of-the-century American tavern fare. Diners rave about its "delicious food" and "extensive bourbon list," making it a paradise for serious whiskey enthusiasts. The atmosphere is described as "cozy, classy," and reminiscent of a sophisticated speakeasy, perfect for any occasion. With standout dishes like the "butcher steak" and "sea bass," and a staff that consistently goes "above and beyond," The Franklin Room promises a memorable dining experience.
A photo of After restaurant
6. After
4.7
Exceptional(102)
$$$$
• Cocktail Bar • West Loop
Booked 30 times today
High Craft, Low KeyAfter isn’t about white tablecloths or hushed voices. It’s about unmatched cocktails, loud laughter, good music, and an authentically laid-back spirit. It’s a come-as-you-are bar—because a great drink should make you feel something, not just impress you.Opened by Michelin-starred Chef Curtis Duffy reinventing what a cocktail bar can be—seasonal, boundary-pushing drinks, grounded in technique, built for fun. After is where culinary precision meets barroom revelry. After was named one of the United States' Top 15 bars by Food & Wine in Spring 2024. In 2023, Esquire put After on their Best Bars in America list. The New York Times featured After in their 2023 "36 Hours in Chicago."
A photo of Upstairs at The Gwen restaurant
7. Upstairs at The Gwen
4.4
Awesome(419)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 61 times today
Upstairs at The Gwen is a must-visit for Afternoon Tea enthusiasts, offering a truly unique and lively "Tipsy Tea" experience in the heart of River North, Chicago. This isn't just tea; it's a vibrant celebration with bottomless beverages, a DJ spinning tunes, and a themed menu that changes each month, ensuring every visit is fresh and exciting. Guests rave about the "delicious desserts" and the "wonderful themed event," making it a memorable outing. The stunning rooftop setting, combined with the warm ambiance and impeccable service, makes Upstairs at The Gwen a standout destination for an unforgettable Afternoon Tea experience.
A photo of bar avec restaurant
8. bar avec
4.0
Excellent(107)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 45 times today
At bar avec, located in Chicago's vibrant River North neighborhood, patrons are treated to a quintessential Contemporary American dining experience that dazzles both the palate and the eyes. With sweeping views of the city's stunning skyline from its open-air rooftop, this restaurant stands out for its "fresh and unique farm-to-table food" and "delicious cocktails." The ambiance is described as "amazing," making it a perfect spot for a memorable night out. Diners rave about the "amazing apps and drinks," and the service is consistently praised for being "outstanding." For anyone seeking a true taste of Contemporary American cuisine, bar avec is a must-visit destination.
A photo of Three Dots and a Dash restaurant
9. Three Dots and a Dash
4.8
Exceptional(2178)
$$$$
• Cocktail Bar • River North (Chicago)
Booked 51 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of Vol. 39 restaurant
10. Vol. 39
4.6
Exceptional(111)
$$$$
• Cocktail Bar • Downtown / Loop
Booked 6 times today
Tucked away in the The Kimpton Gray Hotel is our library of spirits. Vol. 39 is an upscale bar and cocktail lounge in Chicago’s Loop where friendly faces serve classic drinks like Old Fashioneds and Expresso Martinis. For a speakeasy feel with the comfort of your neighborhood bar, Vol. 39’s collection of wine, whiskey and other craft spirits is the ideal spot for an intimate date night, networking with colleagues, pub crawl or your first drink of the night.
‘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
  • KerriGold
    Chicago / Illinois •3 reviews
    5.0
    Dined 3 days ago
    Went with girlfriends for my birthday dinner and we had a wonderful time. The food was delicious, the waiter friendly and attentive, fun vibe but not too loud and amazing Manhattans!
    More info
    The Franklin Room$$$$• Contemporary American• River North (Chicago)
    •
    4.9
  • Saul
    Detroit / Eastern Michigan •1 review
    5.0
    Dined 7 days ago
    This place is amazing. I requested some flowers on my table for special occasion the place exceeded my expectations. All was great, after dinner we went upstairs to enjoy the disco. I full recommend this place. 10/10
    More info
    Celeste$$$$• Cocktail Bar• River North (Chicago)
    •
    4
  • monica
    Chicago / Illinois •4 reviews
    5.0
    Dined on May 1, 2026
    Drinks and food were delicious. The service was amazing. I would definitely visit again
    More info
    Machine Cocktail Bar$$$$• Cocktail Bar• River North (Chicago)
    •
    4.3
  • Scott
    Charlotte •4 reviews
    5.0
    Dined on Apr 26, 2026
    Made reservations for a simple anniversary dinner. Requested a table with a view in the booking, which we got. We were also treated to complimentary champagne upon arrival. Great small plates and cocktails experience. Definitely a lounge/bar destination which really helped with the intimacy of the experience even in a room with larger parties. We got seats by the window which added to the ambiance as the view shifted from day to night. Every dish and every drink was great. Tuna Crispy rice, pork belly bao buns, corn fritters, lobster dumplings. We would’ve gotten other dishes if we had bigger appetites. We would definitely come back.
    More info
    Pandan$$$$• Cocktail Bar• Gold Coast / Streeterville
    •
    4.7
  • Dex
    Chicago / Illinois •8 reviews
    5.0
    Dined on Apr 24, 2026
    Definitely one of the best spots in the town! Cocktails are amazing.
    More info
    The Berkshire Room$$$$• Cocktail Bar• River North (Chicago)
    •
    4.8

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