| Southern League | ||||||||||
| Season | Winner/Rup | Name | Surname | Chr Name | Club | App | Sub | Goals | Notes | |
| 1938/39 | Winner | Len Astill | Astill | Len | Colchester United | 27 | 0 | 12 | ||
| 1938/39 | Winner | James Baker | Baker | James | Colchester United | 14 | 0 | 1 | ||
| 1938/39 | Winner | Joe Birch | Birch | Joe | Colchester United | 44 | 0 | 1 | ||
| 1938/39 | Winner | Alec Cheyne | Cheyne | Alec | Colchester United | 29 | 0 | 14 | ||
| 1938/39 | Winner | George Crisp | Crisp | George | Colchester United | 20 | 0 | 7 | ||
| 1938/39 | Winner | Jack Hodge | Hodge | Jack | Colchester United | 42 | 0 | 14 | ||
| 1938/39 | Winner | George Leslie | Leslie | George | Colchester United | 40 | 0 | 0 | ||
| 1938/39 | Winner | Bill Light | Light | Bill | Colchester United | 26 | 0 | 0 | ||
| 1938/39 | Winner | Robert Morris | Morris | Robert | Colchester United | 44 | 0 | 4 | ||
| 1938/39 | Winner | Bob Murray | Murray | Bob | Colchester United | 21 | 0 | 4 | ||
| 1938/39 | Winner | Arthur Pritchard | Pritchard | Arthur | Colchester United | 40 | 0 | 34 | ||
| 1938/39 | Winner | George Smith | Smith | George | Colchester United | 21 | 0 | 0 | ||
| 1938/39 | Winner | Geo Wallis | Wallis | Geo | Colchester United | 43 | 0 | 15 | ||
| 1938/39 | Winner | Alf Worton | Worton | Alf | Colchester United | 44 | 0 | 0 | ||
| 1938/39 | Winner | Don Youngs | Youngs | Don | Colchester United | 17 | 0 | 0 | ||
| 1949/50 | Runner-Up | Bob Allen | Allen | Bob | Colchester United | 16 | 0 | 3 | ||
| 1949/50 | Runner-Up | Doug Beach | Beach | Doug | Colchester United | 29 | 0 | 0 | ||
| 1949/50 | Runner-Up | Harry Bearryman | Bearryman | Harry | Colchester United | 46 | 0 | 3 | ||
| 1949/50 | Runner-Up | Bob Curry | Curry | Bob | Colchester United | 37 | 0 | 20 | ||
| 1949/50 | Runner-Up | Fred Cutting | Cutting | Fred | Colchester United | 46 | 0 | 21 | ||
| 1958/59 | Winner | Len Duquemin | Duquemin | Len | Bedford Town | 22 | 0 | 22 | ||
| 1949/50 | Runner-Up | Stan Foxall | Foxall | Stan | Colchester United | 45 | 0 | 5 | ||
| 1949/50 | Runner-Up | Dennis Hillman | Hillman | Dennis | Colchester United | 35 | 0 | 4 | ||
| 1949/50 | Runner-Up | Vic Keeble | Keeble | Vic | Colchester United | 45 | 0 | 40 | ||
| 1949/50 | Runner-Up | Albert Kettle | Kettle | Albert | Colchester United | 39 | 0 | 2 | ||
| 1949/50 | Runner-Up | Bill Layton | Layton | Bill | Colchester United | 37 | 0 | 7 | ||
| 1949/50 | Runner-Up | John Moore | Moore | John | Colchester United | 13 | 0 | 0 | ||
| 1949/50 | Runner-Up | Reg Stewart | Stewart | Reg | Colchester United | 45 | 0 | 0 | ||
| 1949/50 | Runner-Up | Arthur Turner | Turner | Arthur | Colchester United | 5 | 0 | 0 | ||
| 1949/50 | Runner-Up | George Wright | Wright | George | Colchester United | 45 | 0 | 0 | ||
| 1973/74 | Winner | Danny Light | Light | Danny | Dartford | - | - | - | ||
| 1974/75 | Winner | Mick Mahon | Mahon | Mick | Wimbledon | - | - | - | ||
| 1975/76 | Winner | Mick Mahon | Mahon | Mick | Wimbledon | - | - | - | ||
| 2007/08 | Winner | Mark Warren | Warren | Mark | King's Lynn | - | - | - | ||