Chicago Cocktail and Drink Festivals in 2024 Upcoming Cocktail & Drink Festivals 15 Aug 15 Aug Margarita Fest on the Beach – Margarita Tasting August 15, 2024 at 06:00 PM Shore Club Chicago Cocktail & Drink 20 Sep 20 Sep Summer Cocktail Fest on the Beach September 20, 2024 at 06:00 PM Shore Club Chicago Cocktail & Drink 05 Oct 05 Oct Chicago Spritz Fest – Bubbly Cocktail Tasting October 5, 2024 at 01:00 PM IO Godfrey Rooftop Lounge Cocktail & Drink 16 Nov 16 Nov Espresso Martini Fest at Hubbard Inn – Tastings Included November 16, 2024 at 05:00 PM Hubbard Inn Cocktail & Drink 07 Dec 07 Dec Godfrey Holiday Cocktail Fest – Cocktail Tasting at I|O Godfrey Rooftop December 7, 2024 at 01:00 PM IO Godfrey Rooftop Lounge Cocktail & Drink