Career
Chilcott was recruited from Sydney club Western Suburbs, but came from the Illawarra and was the first person from that region to play league football. While at Western Suburbs he twice finished equal third in the Phelan Medal, in 1982 and 1983. Debuting in the 1984 VFL season, Chilcott appeared in 11 of the first 14 rounds, before being forced out of the side with injury.
The following year he made two league appearances.
He later played for the Bateman"s Bay Seahawks in the Australian Capital Territory Football League.