1. The Violet Hour
9.0
1520 N Damen Ave (at Pierce Ave), Chicago, IL
Speakeasy · Wicker Park · 256 tips and reviews
Mike DuFresne: Really amazing speakeasy. Line really starts to stack up at 7 on Saturday and moves really slow. Definitely don't try to come with a group larger than four
Hector: Great speakeasy cocktail spot - worth the wait.
ブルーノ: One of the highlights of my weekend in Chicago. Funny place, a surprisingly airy and large speakeasy with a great selection of (strong) cocktails. Approved! 🥃
2. Untitled Supper Club
8.4
111 W Kinzie St (btwn N LaSalle St & N Clark St), Chicago, IL
Restaurant · River North · 141 tips and reviews
Eater: This 1920s-era speakeasy offers a swank lounge, private cabanas, live entertainment space and an enormous whiskey library with over 300 choices.
Shannon B.: The largest selection of American Whiskey IN THE WORLD! Completely underground, live music and a great speakeasy vibe!
David Barrie: Massive place, very nice, not sure if it qualifies as a speakeasy though!
4. Green Door Tavern
8.3
678 N Orleans St (at Huron St), Chicago, IL
Speakeasy · River North · 76 tips and reviews
Andy Swindler: Tallest urinals in the city. The speakeasy room is pretty rad too.
MC Johnsen: This place is a great, historic bar! Ask about its history as a Speakeasy.
The Freehand: Great beer selection, a rockin' jukebox + pool table, and a newly opened speakeasy downstairs.
8. Sparrow
9.0
12 W Elm St (btwn State St & Dearborn St), Chicago, IL
Cocktail Bar · Near North Side · 21 tips and reviews
Līga Sigal: Great drinks, speakeasy type of atmosphere. Sadly, no food.
Caroline McCarthy: great rum drinks, wine selections aren’t bad. Fun cuban speakeasy vibe. great for dates or small groups!
Jenny Dahl: Simple but spectacular wine list, excellent cocktails, and a PERFECT vibe. Stop in for a moody vibe and a perfectly curated jazz playlist.
9. Watershed
8.4
601 N State St (at E Ohio St), Chicago, IL
Cocktail Bar · Near North Side · 57 tips and reviews
Rochelle I: First bar I visited in Chicago. Love it!! Great server & amazing drinks. Got a complimentary birthday shot. Intimate and somewhat speakeasy like. Two dudes play a mean banjo on Thursday night!
Emily S.: Great speakeasy in the basement of Pops for Champagne - if you like avocado and gin-based drinks, get the You're the Worst! Cheese curds are delish too.
Jessica Wickham: Cool basement bar in a speakeasy style. Great variety of cocktails, classic and strong. Recommend the bar snacks to accompany them
Myra Rubin: Always add bone marrow to your dish! Smoked whitefish Caesar salad is a must. Classic American food, speak easy, jazzy vibe. Nice cocktails. Love this place + staff. Consistency is key. They have it!
Taylor Williams: Check out the speak easy bar downstairs.
Wayne Anderman: Garlic Shrimp De Jonghe in herbs & sherry. Filet on bone, roasted marrow, & crab stuffed avocado...Perfect for couples, foursomes or singles - Eat & drink downstairs bar great speakeasy feel! 10+!
Kelly Nash: Feels similar to a speakeasy. Great cocktails in a classy setting. Only one unisex bathroom though, which seems a little crazy.
Jennifer K: Great speakeasy with delicious cocktails
Alex Flis: Love how you pick the presentation, and flavors and the mixologists craft you a unique cocktail. Love the concept, I ordered the same options twice and got a different drink each time... So cool
14. Weegee's Lounge
8.7
3659 W Armitage Ave (btwn N Monticello Ave & N Lawndale Ave), Chicago, IL
Cocktail Bar · Logan Square · 24 tips and reviews
Time Out Chicago: Owner Alex Huebner says the flicker of a television would spoil the speakeasy vibe of his candlelit bar, where you can enjoy an expertly mixed Sazerac and classic jazz on the stereo. Read more.
Neal Stewart: Cool place. Feels like a Speakeasy from the 20's. In a shitty neighborhood, but that's part of what makes it cool. They have free shuffleboard too.
Redeye Chicago: This comfy, dim neighborhood bar has hazy red lighting and fantastic black-and-white photos. Their relaxed vibe is complimented more with the sound of vintage jazz in the backdrop. Read more.
15. Gilt Bar
9.0
230 W Kinzie St (at N. Franklin St.), Chicago, IL
Lounge · River North · 186 tips and reviews
Rebecca Rickert: Downstairs is an amazing little speakeasy!! Great cocktails, great atmosphere and great service!!!!
Nate S: Incredible service. We came for a special occasion and were treated so well - got a seat at a large velvet booth downstairs in the speakeasy. Photobooth is 3 bucks, leave an email for digital copy.
Angela So: Fave dishes thus far: the orecchiette and definitely the brussel sprouts!