1866, named for Jesse Chisholm (c. 1806-1868), half-breed Cherokee trader and government agent who first plied it. The surname is from a barony in England, probably from Old English cisel "gravel."
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Definitions of Chisholm Trail from WordNet
Chisholm Trail (n.)
a former cattle trail from San Antonio in Texas to Abilene in Kansas; not used after the 1880s;