Speakeasy, explore hidden bars in Chicago

Chicago, Illinois, United States

Experience hosted by Gus

  1. 3 hours
  2. Hosted in English

What you'll do

Chicago offers a lot of speakeasy bars for night owls. We will start the night at my favorite hidden gem in West Loop, we will spend about one hour here then head to the next bar which is an 8 minute walk. Some of the bars have secret entrances so be ready for a fun night. The bars have amazing cocktails, beers, non-alcoholic drinks, good music and a good ambiance. There are plenty of secret bars and unfortunately we cannot explore all of them in one night. However, I will share with you the location of other secret bars which you can visit later. Please be advised that drinks or food are NOT included.
Please note the experience time says it lasts 3 hours but you are welcomed to stay at the bars as long as you like. If your preferred hour is fully booked, don't worry, bar fits a fair amount of people, send me a message.

Please note that some bars may ask for your vaccination card to access the bars.
Chicago offers a lot of speakeasy bars for night owls. We will start the night at my favorite hidden gem in West Loop, we will spend about one hour here then head to the next bar which is an 8 minute walk. Some of the bars have secret entrances so be ready for a fun night. The bars have amazing cocktails, beers, non-alcoholic drinks, good music and a good ambiance. There are plenty of secret bars and unfortunately we cannot explore all of them in…

Accessibility

Free admission for people assisting guests with disabilities

Meet your Host, Gus

Host on Airbnb since 2016
  • 4 Reviews
  • Identity verified
I love to offer people unique experiences and unforgettable moments. Through my adventures in Chicago, I have learned a lot about bar culture and met lots of people that have shared their experiences with me. My curiosity has led me to discover a lot of hidden bars and I would love to create unforgettable moments for you in Chicago by showing you some of these hidden gems.
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From $30/ person

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Where you'll be

Rated 5.0 out of 5 from 4 reviews.

Elizabeth
October 2021
Gus was very friendly and easy to talk to. We went to four really cool and unique bars that I would never have come across without this tour. I had a great time and Gus also gave great suggestions for other things to do while in Chicago. I am traveling alone so it was great to have people to go out with. I would definitely do this tour again if I am ever in Chicago.
Jose Luis
October 2021
The night was absolutely great! Gus is a very friendly guy who enjoys hanging out and have fun conversations, we were only three people including him so that was really cool and also gave us time to visit four awesome places where we had beers, mezcal, cocktails, amazing live music, amazing food, dj's and ofcourse dancing.. even tho every place was kind of close to each other, they were all different to each other so for me that was great! at the end of the night with Gus amd Elizabeth, I decided to go back myself to the place I liked the most and I had one the best nights of my 1 month visit to Chicago. If you want to avoid the boring sportbars and preppy places in downtown Gus is definitely your guy!!
Rich
October 2021
If you enjoy cocktails and adventure, this Chicago experience is a MUST. Every bar on the tour is high quality and unique. Each bar is unassuming on the outside but spectacular on the inside. Like the bars you will visit, your host Gus too is unassuming at first. He becomes a spectacular host as the tour progresses and he insures you are taken care of. For example, all I had to do was follow Gus wherever he went, order my drink, mingle with the people on the tour, and simply relax and enjoy myself. Gus took care of logistics like negotiating entry with bar personnel and scheduling bar visits. Perhaps the greatest unforeseen highlight on my tour was the people I met. Like all conversations with new people, conversation is polite and guarded at first. Alcohol seems to remove these obstacles quickly however. By the end of the night, we were all sharing our life's adventures while laughing and enjoying ourselves along the way. The final bar we visited, is exactly why you do this tour...everybody was astonished. There's a special feeling that goes with discovering and being in the know of something that can't be seen from the outside world. My only complaint is that the 3 hours of allotted time goes by faster than expected. This adventure will go down as one of the highlights of my Chicago Odyssey.
Michael
October 2021
This experience was amazing! We felt like Chicagoans! Gus was easy to talk to and had great conversations! He even took us to an extra spot on the way to the last Speakeasy. I highly recommend for anyone looking to explore the Chicago nightlife without any of the typical hassle (covers, bottle services). Minimal/no wait for each location. Great drinks, with the typical speakeasy price of around $15. If you’re a vodka drinker and you see “strawberry fields” on the menu, we highly recommend it!

Things to know

Cancellation policy

Cancel up to 7 days before the Experience start time for a full refund, or within 24 hours of booking as long as the booking is made more than 48 hours before the start time.

Guest requirements

Up to 8 guests ages 21 and up can attend.

What to bring

State ID or Passport