Secrets Of Chicago’s Underground Speakeasies

Have you ever wondered what it was like to sip cocktails during Prohibition? Chicago's underground speakeasies offer a glimpse into that secretive world. Hidden behind unmarked doors, these bars transport you back to the 1920s with their vintage decor, jazz music, and classic drinks. Whether you're a history buff or just looking for a unique night out, these hidden gems provide an unforgettable experience. From the moment you step inside, you'll feel like you've traveled back in time. Ready to uncover the secrets of Chicago's underground speakeasies? Let's dive into the history, locations, and must-try cocktails that make these spots so special.

Hidden Gems of Chicago's Speakeasies

Chicago's speakeasies are more than just bars; they are time machines that transport you back to the Prohibition era. These hidden spots offer unique experiences, from secret entrances to vintage cocktails. Ready to uncover some of the best-kept secrets in the Windy City?

Secret Entrances and Hidden Doors

Finding these speakeasies can be an adventure in itself. Many are tucked away behind unmarked doors or disguised as other businesses. Here are some of the most intriguing hidden entrances in Chicago.

1. The Violet Hour

   • Located in Wicker Park, this speakeasy is hidden behind a plain, unmarked door. Inside, you'll find an elegant, dimly lit space with plush seating and expertly crafted cocktails.

2. The Drifter

   • Beneath the Green Door Tavern, this speakeasy is accessed through a hidden door in the basement. The Drifter offers a rotating menu of cocktails and live entertainment, making it a must-visit.

3. The Office

   • Located below The Aviary in the West Loop, The Office is an exclusive, reservation-only speakeasy. The entrance is discreet, and the experience is luxurious, with rare spirits and bespoke cocktails.

Vintage Cocktails and Unique Drinks

Speakeasies are known for their creative and expertly crafted cocktails. These spots offer some of the best vintage drinks in Chicago.

4. Three Dots and a Dash

   • This tiki-themed speakeasy in River North is hidden behind a back alley. The menu features exotic cocktails served in elaborate mugs, transporting you to a tropical paradise.

5. The Milk Room

   • Located in the Chicago Athletic Association Hotel, The Milk Room is an eight-seat microbar offering rare and vintage spirits. The intimate setting and expertly crafted cocktails make it a unique experience.

6. The Green Mill

   • A historic jazz club in Uptown, The Green Mill has been around since the Prohibition era. The cocktails are classic, and the live jazz performances add to the vintage vibe.

Live Music and Entertainment

Many speakeasies offer more than just drinks; they provide a full entertainment experience. From live jazz to burlesque shows, these spots are perfect for a night out.

7. Bordel

   • This speakeasy in Wicker Park offers a mix of live music, burlesque, and cabaret performances. The eclectic decor and intimate setting make it a great spot for a night of entertainment.

8. Untitled Supper Club

   • Located in River North, Untitled Supper Club features live jazz, burlesque shows, and a menu of craft cocktails. The speakeasy vibe and diverse entertainment options make it a popular destination.

9. The Rookery

   • Hidden in the basement of a building in the Loop, The Rookery offers live music and a cozy, intimate atmosphere. The cocktails are top-notch, and the setting is perfect for a relaxed evening.

Historical Significance and Unique Atmosphere

Some speakeasies in Chicago are steeped in history, offering a glimpse into the past. These spots combine historical significance with a unique atmosphere.

10. The Green Door Tavern

    • One of Chicago's oldest bars, The Green Door Tavern has a rich history dating back to the Prohibition era. The speakeasy vibe is enhanced by the vintage decor and classic cocktails.

11. The Violet Hour

    • Known for its elegant, timeless atmosphere, The Violet Hour offers a sophisticated experience. The cocktails are crafted with care, and the setting is perfect for a night of relaxation.

12. The Drifter

    • With its rotating menu and live entertainment, The Drifter offers a unique blend of history and modern flair. The hidden entrance and vintage decor add to the speakeasy experience.

Discover Chicago's Hidden Gems

Chicago's underground speakeasies offer a unique glimpse into the city's rich history and vibrant nightlife. These hidden bars, often tucked away behind unmarked doors or disguised as ordinary storefronts, transport you back to the Prohibition era. Each venue has its own distinct charm, from vintage decor to creative cocktails. Visiting these speakeasies is like stepping into a time machine, where you can enjoy live jazz, craft drinks, and an intimate atmosphere.

Exploring these secret spots adds an element of adventure to your night out. Whether you're a local or a tourist, uncovering these hidden gems can make your Chicago experience unforgettable. So next time you're in the Windy City, skip the usual bars and seek out these clandestine hideaways. You'll not only enjoy a great night out but also become part of a storied tradition that continues to thrive in modern Chicago.