Chicago: Drunk Shakespeare Show Tickets & Craft Cocktails

Summary

Shakespeare with whiskey shots live in Chicago’s Loop

You’ll laugh hard as one actor braves five shots of whiskey before tackling Shakespeare live in Chicago’s Loop. Expect improv chaos, real audience interaction, and a special treat on arrival. The whole thing feels part party, part play — you might even forget you’re at the theater until you’re quoting lines on your walk home.

What’s the experience like?

I’ll be honest, I didn’t expect to start my night watching Hamlet with a tipsy actor who’d just downed five shots of whiskey. But that’s exactly what happened at Drunk Shakespeare in Chicago. The room — called The Lounge, though it felt more like someone’s secret library — buzzed with this weird mix of anticipation and “what on earth is about to happen?” Even the bartender winked when he handed me my drink, like we were all in on something slightly mischievous.

Our “drunk” actor (I think her name was Jamie?) took her first shot right there in front of us. No faking it — you could smell the whiskey from my seat. She tried to quote Macbeth but burst out laughing halfway through, and everyone just lost it. The rest of the cast kept straight faces for maybe three minutes before they started improvising too. It was Shakespeare, but not the kind I read in high school — way looser, messier, and honestly funnier than I expected. There was a moment when Jamie tried to duel with a rubber chicken instead of a sword… yeah, that happened.

The show lasted about 90 minutes but I barely checked my phone (which never happens). People shouted lines from the balcony, someone spilled their cocktail and nobody cared. It felt like theater that didn’t take itself too seriously — which is rare in Chicago’s Loop district. At one point, a guy behind me whispered “I can’t believe this is allowed,” and I just nodded because same. You get a little treat when you arrive (not saying what — spoilers), and the craft cocktails are genuinely good if you want to join in the spirit(s), pun intended.

Step-by-step itinerary

Day 1 — Attend Drunk Shakespeare show in Chicago

• Arrive at The Lounge in Loop district
• Receive special treat upon arrival
• Watch actor take five shots of whiskey
• Enjoy Shakespeare play performance
• Purchase craft cocktails during show

Top questions

Is Drunk Shakespeare really performed live in Chicago?

Yes, Drunk Shakespeare is performed live at The Lounge in Chicago's Loop district.

How long does the Drunk Shakespeare show last?

The show runs for approximately 90 minutes.

Do actors actually drink alcohol during Drunk Shakespeare?

Yes, one classically-trained actor drinks at least five shots of whiskey during each performance.

Are craft cocktails available during the show?

Yes, craft cocktails are available for purchase throughout the show.

Is there an age restriction for Drunk Shakespeare tickets?

Yes, this experience is strictly 21+ only.

Is the venue wheelchair accessible?

Yes, all areas and surfaces are wheelchair accessible.

Does Drunk Shakespeare include any extras with entry?

You receive a special treat upon arrival at the venue.

Is proof of Covid-19 vaccination required?

Yes, proof of Covid-19 vaccination is required for entry.

What’s included

Your ticket includes entry to Drunk Shakespeare in Chicago’s Loop district with a special treat upon arrival; craft cocktails are available for purchase throughout the 90-minute show; all areas are fully wheelchair accessible so everyone can join in without worry.