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.
- Secret entrances
- Expertly crafted cocktails
- Unique atmosphere
- Cozy spots for date nights
- Lively atmosphere for nights out
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.
The 16 Best Speakeasies in Chicago

- Monday: 4 PM–12 AM
- Tuesday: 4 PM–12 AM
- Wednesday: 4 PM–12 AM
- Thursday: 4 PM–1 AM
- Friday: 4 PM–1 AM
- Saturday: 2 PM–1 AM
- Sunday: 4 PM–12 AM
1. Three Dots and a Dash
Information and Reviews
Customer reviews rave about the unique experience at Three Dots and a Dash, summarizing their visits with the following key points:
- 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.

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–12 AM
- Wednesday: 5 PM–12 AM
- Thursday: 5 PM–12 AM
- Friday: 5 PM–12 AM
- Saturday: 5 PM–12 AM
- Sunday: 5 PM–12 AM
2. The Violet Hour
Information and Reviews
- Fast service
- Exceptional cocktails
- Cosy, trendy, and upmarket atmosphere
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.

- Monday: Closed
- Tuesday: 5 PM–12 AM
- Wednesday: 5 PM–12 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: Closed
3. Untitled Supper Club
Information and Reviews
The restaurant has received 2618 reviews with an impressive 4.5 rating. Here are some key points from customer reviews:
- Outstanding 18oz ribeye
- Live music creates a fantastic ambiance
- Impeccable service and accommodating staff
- Unique speakeasy atmosphere reminiscent of the prohibition period
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.

- Monday: 4–10:30 PM
- Tuesday: 4–10:30 PM
- Wednesday: 4–10:30 PM
- Thursday: 4–10:30 PM
- Friday: 4–11 PM
- Saturday: 4–11 PM
- Sunday: 4–10:30 PM
4. Gilt Bar
Information and Reviews
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:
- 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 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!

- Monday: 5–10 PM
- Tuesday: 4 PM–12 AM
- Wednesday: 4 PM–2 AM
- Thursday: 4 PM–2 AM
- Friday: 11:30 AM–2 AM
- Saturday: 11:30 AM–3 AM
- Sunday: 11:30 AM–9 PM
5. The Green Door Tavern
Information and Reviews
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:
- 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.
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.

- Monday: Closed
- Tuesday: Closed
- Wednesday: 4 PM–1 AM
- Thursday: 4 PM–1 AM
- Friday: 4 PM–2 AM
- Saturday: 2 PM–2 AM
- Sunday: 11 AM–12 AM
6. Osito's Tap
Information and Reviews
- 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.
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.

- Monday: Closed
- Tuesday: Closed
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: Closed
7. The Drifter
Information and Reviews
- 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
Join the many satisfied guests who have enjoyed their time at The Drifter and immerse yourself in a one-of-a-kind lounge experience.

- Monday: Closed
- Tuesday: 5 PM–1 AM
- Wednesday: 5 PM–1 AM
- Thursday: 5 PM–1 AM
- Friday: 5 PM–1 AM
- Saturday: 5 PM–2 AM
- Sunday: 5 PM–1 AM
8. Lazy Bird
Information and Reviews
Customers have left positive reviews, highlighting the following key points:
- Great cocktails and atmosphere
- Excellent service from knowledgeable staff
- Cozy and romantic vibe, perfect for dates
- Live music on weekends adds to the experience
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.

- Monday: 5 PM–2 AM
- Tuesday: 5 PM–2 AM
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: 5 PM–2 AM
9. Brando's Speakeasy
Information and Reviews
- 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.

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–12 AM
- Wednesday: 5 PM–12 AM
- Thursday: 5 PM–12 AM
- Friday: 5 PM–1 AM
- Saturday: 5 PM–1 AM
- Sunday: 5 PM–12 AM
10. The Office
Information and Reviews
- 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.

- Monday: Closed
- Tuesday: Closed
- Wednesday: Closed
- Thursday: 6 PM–12 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: 8 PM–2 AM
11. Esmeralda's Lounge
Information and Reviews
Customer reviews rave about the quality of drinks and the exceptional service provided by the staff. Here are some key points summarizing the reviews:
- 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.
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.

- Monday: 5–9 PM
- Tuesday: 5–9 PM
- Wednesday: 5–11 PM
- Thursday: 5–11 PM
- Friday: 5–11 PM
- Saturday: 5–11 PM
- Sunday: 5–9 PM
12. The Milk Room
Information and Reviews
Customers have raved about their time at The Milk Room, highlighting key points such as:
- 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.
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!

- Monday: Closed
- Tuesday: 4–11 PM
- Wednesday: 4 PM–12 AM
- Thursday: 4 PM–12 AM
- Friday: 6 PM–1 AM
- Saturday: 6 PM–1 AM
- Sunday: Closed
13. The Gatsby Speakeasy
Information and Reviews
- 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.
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.

- Monday: Closed
- Tuesday: Closed
- Wednesday: 7 PM–2 AM
- Thursday: 6 PM–2 AM
- Friday: 6 PM–2 AM
- Saturday: 6 PM–3 AM
- Sunday: Closed
14. Bordel
Information and Reviews
Customers have praised Bordel for various reasons:
- 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
Despite positive reviews, there have been a few mixed feedback:
- Disappointment with the length and quality of the show
- Overpriced food and underwhelming late-night entertainment
Overall, Bordel continues to attract customers looking for a sophisticated and enjoyable evening out in Chicago.

- Monday: 9 AM–11 PM
- Tuesday: 9 AM–11 PM
- Wednesday: 9 AM–11 PM
- Thursday: 9 AM–11 PM
- Friday: 9 AM–11 PM
- Saturday: 9 AM–11 PM
- Sunday: 9 AM–11 PM
15. CloudBar at 360 CHICAGO
Information and Reviews
- 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.
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.

- Monday: Closed
- Tuesday: Closed
- Wednesday: Closed
- Thursday: 8 PM–2 AM
- Friday: 8 PM–2 AM
- Saturday: 8 PM–3 AM
- Sunday: Closed
16. Lulu's Speakeasy
Information and Reviews
Customers rave about their experiences at Lulu's Speakeasy, highlighting:
- 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.
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.
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.

Related Services