Hello how may I help you? Can you help me sort things? Yes. What can I sort for you? Can you tell me which of these cities is the closest to Chicago: New York, Miami, Los Angeles One moment while I look that up. New York is closest to Chicago. It is 952 miles away. And the next closest? Miami is next closest to Chicago. It is 1356 miles away. And how far away is Los Angeles? Los Angeles is 2016 miles away from Chicago. Thank you for your help! You're welcome.