Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 01.01.1988 |  | Matchday 24 | Portsmouth - Arsenal | POR - ARS | 1:1 | 17.366 |
| 16.01.1988 | | Matchday 26 | Portsmouth - Oxford United | POR - OXF | 2:2 | 13.417 |
| 01.02.1988 |  | 4. Round | Portsmouth - Sheffield Utd | POR - SHE | 2:1 | 13.388 |
| 06.02.1988 | | Matchday 28 | Portsmouth - Derby | POR - DER | 2:1 | 14.790 |
| 20.02.1988 | | Round of 16 | Portsmouth - Bradford | POR - BRA | 3:0 | 19.324 |
| 27.02.1988 | | Matchday 31 | Portsmouth - Liverpool | POR - LIV | 0:2 | 28.197 |
| 26.03.1988 | | Matchday 35 | Portsmouth - QPR | POR - QPR | 0:1 | 13.041 |
| 04.04.1988 | | Matchday 37 | Portsmouth - Nott'm Forest | POR - NOT | 0:1 | 17.528 |
| 23.04.1988 | | Matchday 39 | Portsmouth - Norwich City | POR - NOR | 2:2 | 12.762 |
| 02.05.1988 | | Matchday 41 | Portsmouth - Newcastle | POR - NEW | 1:2 | 12.468 |
| 27.09.1988 |  | 2. Round | Portsmouth - Scarborough | POR - Sca | 2:2 | 4.742 |