Chester was born December 25, 1884, at Mayfield, Maine, the son of Daniel and Clara Estelle (Jacobs) Flanders. Chester's paternal grandparents were Barnet C. and Susannah (Ford) Flanders. I haven't yet been able to find Clara Estelle's parents or even if Jacobs was actually her maiden name.
In 1911, according to the Maine Marriages online database, Chester married Nancy Belle Goodridge/Goodrich, who was born in March of 1895 at Brighton, Maine, the daughter of Wentworth & Laura (York) Goodridge/Goodrich. See the comments section for more information on Wentworth Goodridge and Laura (York) Wentworth
Chester and Nancy lived in several towns in Somerset County, the county of their birth, and possibly at Augusta, Maine. There are records for four children born to them, but two apparently died young, a son in infancy and a daughter in her teens.
Chester died in 1956 and Nancy Belle in 1958. They're buried in the Evergreen Cemetery at Solon, Maine.
If you have corrections and/or additions to the information above, please leave a comment or contact me directly.