Hello how may I help you? Can you tell me which city is closest to Chicago? Kansas City, Denver, or Dallas it is Kansas City can you order them from closest to farthest away of course. Kansas City, Denver, then Dallas how long would it take to drive from Kansas City to Chicago it would take about 3 hours How long would it take to drive from Dallas that is longer at about 2 days Would you recommend driving from Dallas or should I fly i would fly