Indulge in fantastic food, great company and the best casual dining in Chicago at Dempsey’s. One of the well-known Chicago area restaurants, Dempsey’s is ideal for those staying at the Midway Hotel Center. It is attached to the Marriott Chicago and convenient to all hotels near Midway Airport. After coming here, you’ll see why it is a prime place to eat in Chicago. Dempsey’s is a tribute to the fighting spirit that lives in all of us through good times and bad. Jack Dempsey made a name for himself by standing tall and taking on all comers during his boxing career in the 1920s. We follow Jack’s example by fighting to be the best when it comes to our unparalleled service, food and ambiance. Open for breakfast, lunch and dinner, it’s easy to grab a bite at Dempsey’s before taking the shuttle to Midway Airport to catch a flight or venture downtown.