Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 10.01.1987 |  | 3. Round | Portsmouth - Blackburn | POR - BLA | 2:0 | 11.679 |
| 18.08.1987 |  | Matchday 2 | Portsmouth - Chelsea | POR - CHE | 0:3 | 16.917 |
| 22.08.1987 | | Matchday 3 | Portsmouth - Southampton | POR - SOU | 2:2 | 20.161 |
| 31.08.1987 | | Matchday 5 | Portsmouth - West Ham | POR - WHU | 2:1 | 16.104 |
| 12.09.1987 | | Matchday 7 | Portsmouth - Charlton Athl. | POR - CHA | 1:1 | 13.136 |
| 26.09.1987 | | Matchday 9 | Portsmouth - Wimbledon FC | POR - | 2:1 | 13.088 |
| 07.10.1987 |  | 2. Round 2nd leg | Portsmouth - Swindon Town | POR - SWI | 1:3 | 8.727 |
| 10.10.1987 | | Matchday 11 | Portsmouth - Luton Town | POR - LUT | 3:1 | 12.391 |
| 31.10.1987 | | Matchday 14 | Portsmouth - Sheffield Wed. | POR - SHE | 1:2 | 13.582 |
| 04.11.1987 | | Matchday 15 | Portsmouth - Tottenham | POR - TOT | 0:0 | 15.302 |
| 21.11.1987 | | Matchday 17 | Portsmouth - Everton | POR - EVE | 0:1 | 17.724 |
| 05.12.1987 | | Matchday 19 | Portsmouth - Coventry | POR - COV | 0:0 | 13.002 |
| 19.12.1987 | | Matchday 21 | Portsmouth - Man Utd | POR - MUN | 1:2 | 22.207 |
| 28.12.1987 | | Matchday 23 | Portsmouth - Watford | POR - WAT | 1:1 | 15.003 |