The Hiawathas were named passenger trains operated by the Chicago, Milwaukee, St. Paul and Pacific Railroad

Chicago, Milwaukee, St. Paul and Pacific Railroad

The Milwaukee Road, officially the Chicago, Milwaukee, St. Paul and Pacific Railroad , was a Class I railroad that operated in the Midwest and Northwest of the United States from 1847 until its merger into the Soo Line Railroad on January 1, 1986. The company went through several official names...

 (also known as the Milwaukee Road), and traveled from Chicago

Chicago

Chicago is the largest city in the US state of Illinois. With nearly 2.7 million residents, it is the most populous city in the Midwestern United States and the third most populous in the US, after New York City and Los Angeles...

 to the Twin Cities in Minnesota

Minnesota

Minnesota is a U.S. state located in the Midwestern United States. The twelfth largest state of the U.S., it is the twenty-first most populous, with 5.3 million residents. Minnesota was carved out of the eastern half of the Minnesota Territory and admitted to the Union as the thirty-second state...

. The original train takes its name from The Song of Hiawatha

The Song of Hiawatha

The Song of Hiawatha is an 1855 epic poem, in trochaic tetrameter, by Henry Wadsworth Longfellow, featuring an Indian hero and loosely based on legends and ethnography of the Ojibwe and other Native American peoples contained in Algic Researches and additional writings of Henry Rowe Schoolcraft...

 by Henry Wadsworth Longfellow

Henry Wadsworth Longfellow

Henry Wadsworth Longfellow was an American poet and educator whose works include "Paul Revere's Ride", The Song of Hiawatha, and Evangeline...

. There are a number of Hiawatha-themed names within the city of Minneapolis, the terminus of the original train.
The first Hiawatha trains ran in 1935.