| DIVISION THREE TROPHY WINNERS 1921 - 1938 | ||
| Year | Club | Captain |
| 1921/22 | Poppleton Utd | ES Marshall |
| 1922/23 | Osbaldwick | TH Atkinson |
| 1923/24 | Clarence C&I | J Haxby |
| 1924/25 | Fulford Utd | AW Carroll |
| 1925/26 | Acomb Adult School | C Merchant |
| 1926/27 | ||
| 1927/28 | LNER Permanent Way | H Ormsby |
| 1928/29 | ||
| 1929/30 | Church Fenton | C Smith |
| 1930/31 | Huntington Rovers | N Coates |
| 1931/32 | Riccall Utd | W Leigh |
| 1932/33 | Stamford Bridge | L Armstrong |
| 1933/34 | Heslington | L Young |
| 1934/35 | Crescent C&I | J Fotheringham |
| 1935/36 | Haxby Fellowship | F Colley |
| 1936/37 | Pocklington Town | J Hunter |
| 1937/38 | Selby OCO | G Collins |