Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 03.01.1959 |  | Matchday 25 | Portsmouth - Nott'm Forest | POR - NOT | 0:1 | 21.070 |
| 31.01.1959 | | Matchday 27 | Portsmouth - Blackpool | POR - Bla | 1:2 | 23.656 |
| 07.03.1959 | | Matchday 32 | Portsmouth - Man City | POR - MCI | 3:4 | 19.919 |
| 11.03.1959 | | Matchday 29 | Portsmouth - Newcastle | POR - NEW | 1:5 | 19.404 |
| 21.03.1959 | | Matchday 34 | Portsmouth - Birmingham | POR - BIR | 1:1 | 18.170 |
| 30.03.1959 | | Matchday 37 | Portsmouth - Man Utd | POR - MUN | 1:3 | 29.359 |
| 04.04.1959 | | Matchday 38 | Portsmouth - Preston North E | POR - PNE | 1:2 | 15.790 |
| 15.04.1959 | | Matchday 41 | Portsmouth - Everton | POR - EVE | 2:3 | 12.714 |
| 18.04.1959 | | Matchday 40 | Portsmouth - Bolton | POR - BOL | 0:1 | 14.161 |