Story on the journey from Chicago(IL) to Los Angeles (CL) on Amtrak passenger train Southwest Chief: 43 hours, 2265 miles, 31 stop. The Southwest Chief is a passenger train operated by Amtrak on a 2,265-mile route through the Midwestern and Southwestern United States. It runs between Chicago, Illinois and Los Angeles, California, passing through Illinois, Iowa, Missouri, Kansas, Colorado, New Mexico, Arizona, and California. 2019.