Chicago
From Memory Alpha, the free Star Trek reference
Chicago is a city on the North American continent on Earth, in the state of Illinois, within the borders of the United States of America. During the fledgling days of Major League Baseball, Chicago was the home of the Chicago Cubs baseball team. (DS9: "Emissary") During the early 20th century it was also the location of the Palace Theater. (VOY: "Repression")
In the 1920s, gangs of outlaws and organized crime had almost taken over Old Chicago. A book was written about the ordeal in 1992, titled Chicago Mobs of the Twenties. A copy of this book found its way to Sigma Iotia II in the 2160s. (TOS: "A Piece of the Action")
In 2375, the duplicate of Tom Paris created by the Silver Blood of the Demon planet wanted to take his new wife, the duplicate B'Elanna Torres, to 1920s Chicago on a holodeck honeymoon. Although the duplicate Neelix thought it was an uninteresting choice, Paris created the holo-program and the newlyweds planned a week-long getaway. Unfortunately, Torres' cellular structure degraded after exposure to an enhanced warp drive installed aboard the duplicate USS Voyager, and the couple never made the trip. (VOY: "Course: Oblivion")
