For more of our take on the hottest places to stay, dine, drink and play in The Windy City, check out our Chicago city guide.

Liz Dowling April 4, 2017Chicago, Illionois, The Drake Hotel, The Drake Hotel Chicago, Soho House, Soho House Chicago, West Loop, Holiday Jones, Holiday Jones Chicago, The Signature Lounge at the 96th:, The Signature Lounge at the 96th, River Roast Chicago, Sparrow Chicago, Lou Mainati's Pizzeria