It’s that time of year again—the swanky Mile High Cocktail Club at the Four Seasons Hotel Chicago is returning to the hotel’s 46th floor this fall. Mile High is once more partnering with world-renowned Handshake Speakeasy, a Mexico City bar that claimed the top spot on the 2024 World’s 50 Best Bars list. Inside a suite-turned-speakeasy, the intimate 30-seat space is the highest speakeasy in Chicago.
Before heading upstairs, guests will indulge in a welcome drink at the seventh-floor Adorn Bar. One short elevator ride later, plush leather banquettes and a dazzling bar overlooking the city offer a warm welcome into the luxe speakeasy, where Latin jazz, Afro-Cuban and bossa nova tunes set the mood throughout the night. On Friday and Saturday evenings, Chicago DJs switch up the vibe with live sets.
The menu highlights craft cocktails and elevated bites influenced by Handshake’s Mexico City roots and the Mexican upbringing of the hotel’s chef, Olimpia Calderon Ibarra. Expect drinks like the popular olive oil gimlet, the Tarragon Fizz and Patron cocktails, complemented by fare such as oysters with tequila lime granita and octopus tostadas.
Mile High will be open for a limited time from October 2 through December 31. Guests are encouraged to make a reservation in advance and lingering is not encouraged: the maximum seating time is 1.5 hours.