| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1887/88 | First Round Proper - 1 | 15/10/1887 | Middlesbrough | 4 - 0 | Whitburn | [33] | ||||
| 2 | FA Cup 1887/88 | Second Round Proper - 1 | 05/11/1887 | Middlesbrough | 4 - 1 | South Bank | [33] | ||||
| 3 | FA Cup 1887/88 | Third Round Proper - 1 | 26/11/1887 | Middlesbrough | 2 - 2 | Sunderland | [33] | ||||
| 4 | FA Cup 1887/88 | Third Round Proper - 2 | 03/12/1887 | Sunderland | - - - | Middlesbrough | [33] | [1]a | |||
| 5 | FA Cup 1887/88 | Fifth Round Proper - 1 | 07/01/1888 | Middlesbrough | 4 - 0 | Old Foresters | [33] | ||||
| 6 | FA Cup 1887/88 | Sixth Round Proper - 1 | 28/01/1888 | Middlesbrough | 0 - 2 | Crewe Alexandra | [33] |
