| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1931/32 | Third Round Proper - 1 | 09/01/1932 | Middlesbrough | 1 - 1 | Portsmouth | [33] | ||||
| 2 | FA Cup 1931/32 | Third Round Proper - 2 | 13/01/1932 | Portsmouth | 3 - 0 | Middlesbrough | [33] | ||||
| 3 | FA Cup 1979/80 | Third Round Proper - 1 | 09/01/1980 | Portsmouth | 1 - 1 | Middlesbrough | [33] | ||||
| 4 | FA Cup 1979/80 | Third Round Proper - 2 | 14/01/1980 | Middlesbrough | 3 - 0 | Portsmouth | [33] | ||||
| 5 | FA Cup 1991/92 | Fifth Round Proper - 1 | 15/02/1992 | Portsmouth | 1 - 1 | Middlesbrough | [33] | ||||
| 6 | FA Cup 1991/92 | Fifth Round Proper - 2 | 26/02/1992 | Middlesbrough | 2 - 4 | Portsmouth | [33] |
