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The 16 Best Speakeasies in Chicago

Travel back in time to the era of prohibition and illicit cocktails by visiting the speakeasies in Chicago. These hidden gems offer a unique experience, with secret entrances and expertly crafted drinks that will transport you to a bygone era.

Whether you're looking for a cozy spot for a date night or a lively atmosphere for a night out with friends, Chicago's speakeasies have something for everyone. Check out our list below to find the best speakeasy near you.

Discover the hidden world of speakeasies in Chicago and experience a night unlike any other in the city. Explore our list of the best hidden bars and start planning your next adventure.

How this ranking works

The order here is based on merit: a business that focuses on this work and has a solid reputation ranks above one that only offers it on the side.

Some businesses pay for a fuller profile or a featured position. It is only open to those that have already passed our selection, and it is always marked.

Top 3Full rankingMapTips for choosing

Our 16 local picks compared

Osito's Tap, Chicago#1
What sets it apart
  • The bar offers a unique experience with great beer selection and cocktails that are crafted to perfection.

  • Customers have praised the attentive service and friendly staff, such as Santana, who goes above and beyond to ensure an enjoyable visit.

  • The ambiance is described as cozy and inviting, making it a great spot for a night out or a relaxed afternoon.

Osito's Tap

4.7294 reviews
2553 S Ridgeway Ave, Chicago, IL 60623, United States

Osito's Tap is a vibrant bar located in Chicago, offering a variety of services and features to its customers. With a rating of 4.7, it is clear that patrons have had exceptional experiences at this establishment.

With options for outdoor seating, kerbside pickup, takeaway, and dine-in, Osito's Tap caters to a variety of preferences. Whether you're in the mood for an expertly mixed cocktail or a refreshing beer, this bar has something for everyone. Remember to support your local businesses and make a visit to Osito's Tap for a memorable experience.

The Violet Hour, Chicago#2
What sets it apart
  • Fast service

  • Exceptional cocktails

  • Cosy, trendy, and upmarket atmosphere

The Violet Hour

4.61,955 reviews
1520 N Damen Ave, Chicago, IL 60622, United States

The Violet Hour is a renowned cocktail bar located in Chicago, Illinois. They offer a variety of services such as delivery, takeaway, and dine-in options. Customers praise their fast service and exceptional cocktails. The bar is known for its cosy, trendy, and upmarket atmosphere, making it a popular spot for both groups and tourists.

With a rating of 4.6 stars out of 5 based on 1955 reviews, The Violet Hour continues to impress customers with its top-notch offerings and welcoming environment.

Lazy Bird, Chicago#3
What sets it apart
  • Great cocktails and atmosphere

  • Excellent service from knowledgeable staff

  • Cozy and romantic vibe, perfect for dates

  • Live music on weekends adds to the experience

Lazy Bird

4.6387 reviews
200 N Green St, Chicago, IL 60607, United States

Lazy Bird is a popular cocktail bar located in Chicago, offering a variety of services and features that keep customers coming back. The bar provides a cozy and trendy atmosphere, perfect for groups, LGBTQ+ friendly, and tourists seeking a safe space. Customers can enjoy a great selection of cocktails, wine, spirits, and beer while listening to live music and performances.

With a rating of 4.6 based on 387 reviews, Lazy Bird is a must-visit cocktail bar for anyone looking for a unique and enjoyable night out.

Three Dots and a Dash, Chicago#4
What sets it apart
  • Enchanting tiki ambiance with spacious interiors and a variety of drinks.

  • Highly knowledgeable staff, creating a welcoming and entertaining environment.

  • Excellent cocktails with complex flavors, expertly crafted by skilled bartenders.

  • Overall, a must-visit destination for cocktail enthusiasts seeking a memorable night out.

Three Dots and a Dash

4.55,160 reviews
435 N Clark St, Chicago, IL 60654, United States

Three Dots and a Dash is a vibrant cocktail bar located in Chicago that offers a variety of services to its customers. The bar provides options for delivery, takeaway, and dine-in, making it convenient for patrons to enjoy their favorite cocktails in the comfort of their choosing. The establishment is known for its prompt service, delicious cocktails, and live performances, creating a lively and engaging atmosphere for guests to unwind and socialize.

Customer reviews rave about the unique experience at Three Dots and a Dash, summarizing their visits with the following key points:

The Office, Chicago#5
What sets it apart
  • If you are a craft cocktail or spirits enthusiast, then this speakeasy spot is a must visit! Unrivaled selection of bottles, extremely knowledgeable staff, and exceptional food.

  • The spirits on offer range from conventionally hard-to-find bottles to incredibly rare prohibition-era whiskies, making it a standout destination for whiskey enthusiasts.

  • Fantastic selection of vintage whisky with informative and enthusiastic bartender, providing a unique and enjoyable experience for customers.

The Office

4.6168 reviews
955 W Fulton Market, Chicago, IL 60607, United States

The Office is a trendy bar located in Chicago, offering a cozy and upmarket atmosphere for its patrons. With a focus on providing a great cocktail experience, this speakeasy spot boasts an unrivaled selection of spirits and a menu of exceptional food. The bar is wheelchair-accessible and accepts reservations, making it convenient for customers to plan their visit.

Untitled Supper Club, Chicago#6
What sets it apart
  • Outstanding 18oz ribeye

  • Live music creates a fantastic ambiance

  • Impeccable service and accommodating staff

  • Unique speakeasy atmosphere reminiscent of the prohibition period

Untitled Supper Club

4.52,618 reviews
111 W Kinzie St, Chicago, IL 60654, United States

Untitled Supper Club is a captivating New American restaurant located in Chicago, IL. Offering a variety of services and features, including Kerbside pickup, No-contact delivery, Live music, and Wheelchair-accessible seating, this establishment stands out as a unique dining experience. With options for dine-in and delivery, customers can enjoy their favorite dishes from the comfort of their own home or immerse themselves in the cozy and romantic atmosphere of the restaurant.

The restaurant has received 2618 reviews with an impressive 4.5 rating. Here are some key points from customer reviews:

Whether you are looking for a spot to enjoy a delicious dinner, celebrate a special occasion, or simply relax with friends, Untitled Supper Club promises an unforgettable experience. Visit their website for more information and make a reservation to see for yourself why customers rave about this hidden gem in the heart of Chicago.

The Drifter, Chicago#7
What sets it apart
  • Exciting atmosphere with live performances every hour

  • Delicious and creative cocktails served in a small, cozy space

  • Unique experience with burlesque shows and vintage vibes

The Drifter

4.5663 reviews
676-8 N Orleans St, Chicago, IL 60654, United States

The Drifter is a unique Lounge located in the heart of Chicago. Offering great cocktails and live performances, this speakeasy-style establishment is a hidden gem waiting to be discovered. Customers have left positive reviews, highlighting the following key points:

Join the many satisfied guests who have enjoyed their time at The Drifter and immerse yourself in a one-of-a-kind lounge experience.

Esmeralda's Lounge, Chicago#8
What sets it apart
  • This is the king of all happy hours with outstanding value for drinks.

  • The staff, especially bartender Javier, is personable and attentive, making the experience exceptional.

  • The patio at Esmeralda's is expansive and perfect for enjoying cocktails during summer.

  • The overall ambiance and hospitality make it a favorite spot for locals and tourists alike.

Esmeralda's Lounge

4.5149 reviews
2539 W Division St, Chicago, IL 60622, United States

Esmeralda's Lounge is a vibrant cocktail bar located in Chicago, offering a range of services and features to ensure a memorable experience for patrons. Some of the highlights of this establishment include fast service, great cocktails, and live performances, creating a lively and entertaining atmosphere for visitors.

Customer reviews rave about the quality of drinks and the exceptional service provided by the staff. Here are some key points summarizing the reviews:

With a rating of 4.5 stars and numerous positive reviews, Esmeralda's Lounge stands out as a must-visit destination for those seeking top-notch cocktails and a welcoming atmosphere in Chicago.

The Gatsby Speakeasy, Chicago#9
What sets it apart
  • The ambiance of the bar is described as very speakeasy, with a unique entrance experience involving a riddle. Some patrons found the service a bit lacking in certain aspects, but the charming ambiance, cocktails, and knowledgeable servers contributed to an overall enjoyable time.

  • Customers praise the amazing cocktails, cozy atmosphere, and excellent service at the establishment, making it a solid speakeasy worth revisiting. The bartenders' recommendations are highly favored by patrons who appreciate a good craft cocktail experience.

  • Visitors appreciate the fun experience of figuring out riddles to enter the bar and enjoy the extensive selection of drinks, albeit at a slightly higher price point. The food offerings, such as bacon-wrapped dates and charcuterie boards, are highlights that guests love.

  • Reviewers love the literary-themed vibe of the place and the exceptional mixologists who craft prohibition-era cocktails that perfectly complement the nostalgic setting. The dimly lit environment, candlelight, and antique portraits create a unique ambiance that transports customers back in time.

The Gatsby Speakeasy

4.548 reviews
736 W Fullerton Ave, Chicago, IL 60614, United States

The Gatsby Speakeasy is a captivating cocktail bar located in Chicago that offers an unforgettable experience reminiscent of the prohibition era.

With a rating of 4.5 stars and 48 reviews, The Gatsby Speakeasy stands out as a hidden gem in the Chicago bar scene. Whether it's your first visit or a return to this intriguing establishment, you are sure to be transported to a bygone era of mystery and sophistication.

Gilt Bar, Chicago#10
What sets it apart
  • Impeccable service and delicious food, perfect for a dining experience in Chicago.

  • Lively happy hour with classy ambiance and impressive service, although seating may be limited.

  • Great potential but fell short due to unfriendly bartender and disappointing drink sizes for the price.

  • Top-notch service from knowledgeable staff, excellent food quality, and must-try dishes like truffle mozzarella sticks.

Gilt Bar

4.61,482 reviews
230 W Kinzie St, Chicago, IL 60654, United States

Gilt Bar is a charming restaurant located in Chicago, offering a variety of services and features to cater to its customers. With options like no-contact delivery, takeaway, and dine-in, Gilt Bar ensures that customers can enjoy their meals in the most convenient way possible.

The establishment is known for its fast service, great beer selection, delicious cocktails, and fantastic wine list, making it a favorite spot for many. Customers have praised the cosy and trendy atmosphere as well as the upmarket feel of the place.

Some key points from customer reviews include:

Gilt Bar appeals to a wide range of customers, from solo diners to groups, offering a memorable experience with its excellent offerings and welcoming atmosphere. Visit their website for more information and make sure to stop by for a delightful dining experience!

The Milk Room, Chicago#11
What sets it apart
  • The convivial atmosphere created by other patrons and the gracious and knowledgeable bartender.

  • The unique and exceptional cocktails that are unlike any others.

  • The intimate and private setting, perfect for special occasions or celebrations.

The Milk Room

4.4184 reviews
12 S Michigan Ave, Chicago, IL 60603, United States

The Milk Room is a renowned Bar located in Chicago, offering a unique and unforgettable experience for its patrons. The establishment boasts a cozy and upmarket Atmosphere, making it a trendy spot loved by both locals and Tourists.

Customers have raved about their time at The Milk Room, highlighting key points such as:

With a stellar Rating of 4.4 and numerous positive Reviews, it's no wonder that visitors highly recommend experiencing The Milk Room for yourself. Make sure to secure a reservation for a one-of-a-kind speakeasy experience that you won't soon forget!

Brando's Speakeasy, Chicago#12
What sets it apart
  • A fun speakeasy vibe bar with great cocktails and a lively karaoke atmosphere.

  • The ambience is fantastic, and the bar has a wide variety of song selections for karaoke.

  • Some customers found the bar too loud and crowded but enjoyed the drinks and the overall experience.

Brando's Speakeasy

4.31,780 reviews
343 S Dearborn St, Chicago, IL 60604, United States

Brando's Speakeasy is a popular karaoke bar located in Chicago. The establishment offers a variety of services and features to its customers, including dine-in options and a live music atmosphere. With a great beer selection and cocktails, guests can enjoy a fun night out with friends. The bar is known for its fast service and casual, trendy atmosphere, making it a favorite spot for many.

The Green Door Tavern, Chicago#13
What sets it apart
  • This is a wonderful Irish pub with great service and a cool atmosphere.

  • Cozy dive bar with historic appeal, excellent service, and amazing food options.

  • Great atmosphere, friendly staff, and delicious drinks make it a must-visit spot.

  • Classic Chicago pub with a brilliant decor and great atmosphere inside.

The Green Door Tavern

4.51,396 reviews
678 N Orleans St, Chicago, IL 60654, United States

The Green Door Tavern is a charming restaurant located in Chicago, IL, known for its cozy atmosphere and rich history.

Customers rave about the swift and friendly service, as well as the extensive beer and cocktail selection. Some of the key points from reviews include:

With options for delivery, takeaway, and dine-in, The Green Door Tavern caters to a wide range of preferences. Whether you're looking for a quick bite, a hearty meal, or a place to unwind with friends, this establishment offers something for everyone. The presence of a fireplace, great beer selection, and great cocktails only add to the overall appeal of this beloved spot. Visit their website for more information.

Lulu's Speakeasy, Chicago#14
What sets it apart
  • Rustic and cozy atmosphere.

  • Delicious cocktails crafted by Ed.

  • Great atmosphere and awesome drinks by Ed.

  • Comfy unique atmosphere and great drinks mixed by Emeka.

Lulu's Speakeasy

4.69 reviews
712 N Clark St, Chicago, IL 60654, United States

Lulu's Speakeasy is a popular cocktail bar located in the heart of Chicago. Known for its great cocktails and live performances, this cozy and trendy spot offers a unique atmosphere for visitors to enjoy.

Customers rave about their experiences at Lulu's Speakeasy, highlighting:

With a rating of 4.6 and positive reviews like these, it's no wonder Lulu's Speakeasy has become a favorite spot for locals and visitors alike. Whether you're looking for a night out with friends or a place to unwind, Lulu's Speakeasy has something for everyone.

CloudBar at 360 CHICAGO#15
What sets it apart
  • Customers have praised the bar for its breathtaking views of the city.

  • Many have mentioned the friendly and attentive staff.

  • The diverse selection of drinks and tasty food options have also received high praise.

CloudBar at 360 CHICAGO

4.1195 reviews
875 N Michigan Ave 94th floor, Chicago, IL 60611, United States

CloudBar at 360 CHICAGO is a trendy and upmarket bar located on the 94th floor of 875 N Michigan Ave in Chicago. With a rating of 4.1 based on 195 reviews, this establishment is known for its fast service, great beer selection, and fantastic cocktails.

Whether you're looking to enjoy a night out with friends or impress a date with a sophisticated atmosphere, CloudBar at 360 CHICAGO is the perfect spot for any occasion. Check out their website for more information or call +1 888-875-8439 to make a reservation.

Bordel, Chicago#16
What sets it apart
  • Posh place with friendly performers and entertaining shows

  • Delicious drinks and great ambiance, making it a favorite nightlife spot

  • Fabulous evening with delicious cocktails, snacks, and captivating performances

  • Disappointment with the length and quality of the show

  • Overpriced food and underwhelming late-night entertainment

Bordel

4.0466 reviews
1721 W Division St, Chicago, IL 60622, United States

Bordel is a renowned cocktail bar in Chicago that offers a unique experience for its patrons. The bar boasts great cocktails and regularly features live music and live performances for entertainment. Known for its upmarket and trendy atmosphere, Bordel is a favorite nightlife spot in the city.

Customers have praised Bordel for various reasons:

Despite positive reviews, there have been a few mixed feedback:

Overall, Bordel continues to attract customers looking for a sophisticated and enjoyable evening out in Chicago.

The comparison in brief

#BusinessRatingReviews
#1Osito's Tap 4.7294
#2The Violet Hour 4.61,955
#3Lazy Bird 4.6387
#4Three Dots and a Dash 4.55,160
#5The Office 4.6168
#6Untitled Supper Club 4.52,618
#7The Drifter 4.5663
#8Esmeralda's Lounge 4.5149
#9The Gatsby Speakeasy 4.548
#10Gilt Bar 4.61,482
#11The Milk Room 4.4184
#12Brando's Speakeasy 4.31,780
#13The Green Door Tavern 4.51,396
#14Lulu's Speakeasy 4.69
#15CloudBar at 360 CHICAGO 4.1195
#16Bordel 4.0466

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Map of Speakeasies in Chicago

Looking to step back in time to the era of Prohibition? Chicago is home to a number of hidden speakeasies that offer a glimpse into the underground world of secret bars and illicit drinking. From cozy lounges to stylish cocktail bars, each establishment brings a unique twist to the classic speakeasy experience. Check out the map below to discover the best hidden gems in Chicago.

Tips for choosing Speakeasies in Chicago

  1. Secret entrances.
  2. Expertly crafted cocktails.
  3. Unique atmosphere.
  4. Cozy spots for date nights.
  5. Lively atmosphere for nights out.

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