The Broken Shaker

Opened in 2015, Broken Shaker is located inside the boutique Freehand Chicago hotel in River North. Originally debuted as a pop-up in Miami, Broken Shaker has locations in Miami, NYC, Los Angeles and Chicago, all of which have been reimagined under the dynamic Authentic Hospitality group, which is behind iconic NYC spots like Pete Davidson’s Pebble Bar at the Rockefeller Center and Justin Theroux and Nicholas Braun's Ray’s Hometown Bar. 

The vibe: After a late 2025 revamp, the design nods to Broken Shaker brand’s signature al fresco experience and Miami roots with lush greenery, ambient lighting, vintage ceramics, and black-and-white photography throughout. 

The food: The menu features bites like an elevated Chicago-style hot dog, cheese mushroom tacos topped with avocado salsa verde and pickled red onion, as well as breakfast items like smashed avocado toast, chilaquiles and breakfast sandwiches.

The drinks: Inventive drinks like the Glorious Bastard (whiskey, Italicus, Fernet-Branca, lemon, ginger and mint) and Bullet Train to Belfast (Jameson Black Barrel, Mr. Black coffee liqueur, espresso and Demerara) complement a selection of zero-proof sips like Rings of Saturn (gin alternative, falernum, passionfruit, lemon and orgeat).

Time Out tip: Broken Shaker frequently hosts live music performances and events, like DJ sets and themed holiday parties.