Lower, Mark A (1860) Patronymica Britannica: a dictionary of the family names of the United Kingdom. London: J.R. Smith. Public Domain.
CHESTERMAN
As described in historical dictionaries
Patronymica Britannica (1860)
CHESTERMAN. L A native of Chester, just as we say a Cornishman, a Kentishman. 2. Many places where Roman and other military "stations (casfra) existed are called chesters, and residence at such a spot may have conferred the surname.
Surname type: Occupational name
Origin: English
Region of origin: British Isles
Country of origin: England
Religion of origin: Christian
Language of origin: English