Milton Smith Littlefield (July 19, 1830 – March 7, 1899) was an American businessman dubbed the "Prince of the Carpetbaggers" during the Reconstruction Era.
After serving in the west at Shiloh and Corinth, Littlefield was made Lieutenant Colonel of the new 14th Illinois Cavalry.
In 1863 he was sent to the South, briefly commanded the 54th Massachusetts Infantry, a colored unit, and was ordered to recruit black troops.
[6] His lust for profiteering was exhibited in his Civil War service, having charge of recruitment of black troops in the Department of the South, he sought to have freedmen pressed into service and appropriated the enlistment bounty many of these 'recruits' were due.
There were also related findings with the Pensacola, Florida, railroad lines, as well as suits involving Calvin Littlefield, who filed to have the bonds given over to him.