| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1901/02 | First Round Proper - 1 | 25/01/1902 | Grimsby Town | 1 - 1 | Portsmouth | [33] | ||||
| 2 | FA Cup 1901/02 | First Round Proper - 2 | 29/01/1902 | Portsmouth | 2 - 0 | Grimsby Town | [33] | ||||
| 3 | FA Cup 1932/33 | Third Round Proper - 1 | 14/01/1933 | Grimsby Town | 3 - 2 | Portsmouth | [33] | ||||
| 4 | FA Cup 1933/34 | Fourth Round Proper - 1 | 27/01/1934 | Portsmouth | 2 - 0 | Grimsby Town | [33] | ||||
| 5 | FA Cup 1949/50 | Fourth Round Proper - 1 | 28/01/1950 | Portsmouth | 5 - 0 | Grimsby Town | [33] | ||||
| 6 | FA Cup 1955/56 | Third Round Proper - 1 | 07/01/1956 | Portsmouth | 3 - 1 | Grimsby Town | [33] | ||||
| 7 | FA Cup 1965/66 | Third Round Proper - 1 | 22/01/1966 | Grimsby Town | 0 - 0 | Portsmouth | [33] | ||||
| 8 | FA Cup 1965/66 | Third Round Proper - 2 | 26/01/1966 | Portsmouth | 1 - 3 | Grimsby Town | [33] | ||||
| 9 | FA Cup 1983/84 | Third Round Proper - 1 | 07/01/1984 | Portsmouth | 2 - 1 | Grimsby Town | [33] |
