The Green Mill: Chicago, IL
Hello Cocktail Clan. Let’s talk about Speakeasy’s. The Windy City. Home of deep-dish pizza, iconic architecture, and… a legendary jazz club with a history as rich and intoxicating as the cocktails it serves. I’m talking about The Green Mill, a Chicago institution that transports you back to the roaring twenties while showcasing some of the best jazz musicians in the world.
The Green Mill, nestled in the Uptown neighborhood, first opened its doors in 1907 as Pop Morse’s Roadhouse. But its story truly begins in the Prohibition era when it became a notorious speakeasy. Owned by “Machine Gun” Jack McGurn, a notorious gangster and Al Capone associate, the club was a favorite haunt for mobsters, flappers, and high rollers. Legend has it that a secret tunnel in the basement provided a quick escape route for Capone and his cronies during police raids. Today, you can still see the booth where Capone supposedly held court, marked by a bullet hole in the wall – a chilling reminder of the club’s wild past.
And speaking of the Prohibition era, imagine sipping on a clandestine cocktail just like they did back then! The Green Mill’s cocktail menu is a nod to this era, featuring classic concoctions that were popular during the Roaring Twenties. Here are a few favorites to try:
The Cocktails:
- The Bee’s Knees: This Prohibition-era classic combines gin, lemon juice, and honey for a sweet and tart delight. It’s said that the name comes from the slang term “bee’s knees,” meaning “the best.”
- The Southside: A refreshing mix of gin, mint, lime juice, and simple syrup. This cocktail is believed to have originated in Chicago and was a favorite of Al Capone himself.


- The French 75: A celebratory blend of gin, champagne, lemon juice, and sugar. History has it that this cocktail was named after the 75 mm mortar shell from WW1 and drank out of it during the war. Now it is an elegant cocktail that is perfect for toasting to a special occasion or simply enjoying the ambiance of The Green Mill.
Speakeasy Expectations:
But The Green Mill is far more than just a relic of the past. It’s a living, breathing testament to the enduring power of jazz. Walking through the dimly lit entrance, you’re greeted by the warm glow of vintage lamps, plush red booths, and the iconic neon sign beckoning you inside. The atmosphere is intimate and electric, with the low hum of conversation punctuated by the clinking of glasses and the soulful melodies emanating from the stage.
The Green Mill is renowned for its commitment to authentic jazz. Every night of the week, the stage features a diverse lineup of talented musicians, from seasoned veterans to rising stars. Whether you’re a die-hard jazz aficionado or simply curious to experience the genre’s magic, The Green Mill offers something for everyone. The club has hosted some of the biggest names in jazz history, including Billie Holiday, Von Freeman, and Al Jarreau.
One of the most beloved traditions at The Green Mill is the Uptown Poetry Slam, held every Sunday night. This legendary event, which has been running for over 30 years, features poets from all walks of life competing for the audience’s approval. The energy is palpable, the words are raw and powerful, and the atmosphere is unlike anything you’ll experience elsewhere.
But The Green Mill is more than just music and poetry. It’s an experience. It’s the feeling of stepping back in time, of being surrounded by history and culture. It’s the sense of community that comes from sharing a passion for great music and spoken word.
Here are a few tips for your visit Speakeasy The Green Mill:
- Arrive early: The Green Mill is popular, and sets fill up quickly, especially on weekends.
- Check the schedule: The club’s website lists upcoming performances, so you can plan your visit accordingly.
- Respect the ambiance: The Green Mill is a listening room, so keep conversations to a minimum during performances.
- Bring cash: While they accept cards, having cash on hand is always a good idea, especially for tipping the musicians.
Whether you’re a local or just visiting Chicago, a trip to The Green Mill is a must. It’s a chance to experience a true Chicago gem, a place where the past and present collide in a symphony of jazz, poetry, and good times.
The Cocktail Clan