Ramón Antonio Gómez, Chef Concierge, The Gwen
The original Sportsman’s Club was a popular hangout for the Polish immigrants that used to reside in the West Town area. That same Art Deco bar, while updated, still maintains a bit of that history and is an ideal spot to belly up for a drink. Walking in, you immediately want to order a glass of whiskey “neat”. I think it has something to do with the cozy decor, which include trophy animals on the walls. Although the Sportman’s Cocktail is a staple, draft and bottle selections constantly change. The four speciality cocktails change daily, too, based on what the bartender feels like rocking that day. #ChicagoInsiders tip: They’re cash only.
Luis Torres, Concierge, Trump International Hotel & Tower
Paying homage to both supper clubs and speakeasies, Untitled is a cocktailer’s paradise. Cozy up in their Whiskey Library or Parlour and marvel at their 550-plus curated selections of American whiskeys (it’s the largest of its kind). Their craft cocktail list is well-rounded, too, though I’m partial to their take on a classic Manhattan or negroni. Needless to say, their beverage program is no slouch and the prohibition-inspired vibe only adds to the experience.
Mark Kraemer, Concierge, Hotel Palomar
Mordecai is a chic restaurant/bar inside the Hotel Zachary, which is just a long foul ball’s distance from Wrigley Field. This cocktail- centric hotspot features one of the country’s largest selections of rare and collectible spirits, including an impressive selection of Pappy van Winkle releases. So if you’re like me and enjoy limited edition pours and classic drinks, this is a must-do for some elevated imbibing. Wondering what’s up with the name? It pays homage to early 20th-century Cubs ace pitcher Mordecai “Three Finger” Brown.