Teams taking part in the final rounds included Ponsonby, Comrades (Auckland), Glen Massey, Waterside, Hamilton Wanderers, Nomads, Millerton Thistle and Mosgiel.
The Canterbury Football Association sought an explanation in August 1940 from the Buller Football Association after the Buller/Canterbury final played at Millerton recorded an expenditure of 5 shillings for ball boys at the Millerton Domain.
If the ball went off the field at one end it would bounce down a three-mile truck line from the mine through tunnels down to Granity.
Eight Waterside players (Sid Ward, Bob Bolton, Fred Hazel, Colin McCarthy, Tom Walker, Sonny Ward, Alf Longbottom, and Toby Janes) played in all three finals, and eight Mosgiel players played in both the 1938 and 1940 finals.
In the second half McCarthy added his third and then crossed the ball from a corner which Longbottom headed in for Waterside's sixth.
Boys' Chatham Cup and run on similar regional lines to the senior competition, was contested by 13 teams.