Sat 29 Aug 1959
Division Two
Pompey 2 Stoke City 2
| Pos | Player | Goals |
| 1 | Richard Beattie | |
| 2 | Cyril Rutter | |
| 3 | Alex Wilson | |
| 4 | John Phillips | |
| 5 | Jimmy Dickinson | |
| 6 | Ron Howells | |
| 7 | Peter Harris | |
| 8 | Jimmy Campbell | |
| 9 | Ron Saunders | 1 |
| 10 | Harry Harris | 1 |
| 11 | Ron Newman |
| Select Pompey player for stats |
| Scorers: Saunders, Harris H Manager: Freddie Cox Attendance: 24,627 |
Season 1959/60
Fixtures
Select opponent for Pompey line-up Change Season
| Date | Opponent | Result | Score |
| Sat 22 Aug 1959 | Middlesbrough A | D | 0 - 0 |
| Wed 26 Aug 1959 | Lincoln City A | W | 2 - 0 |
| Sat 29 Aug 1959 | Stoke City H | D | 2 - 2 |
| Wed 2 Sep 1959 | Lincoln City H | L | 1 - 2 |
| Sat 5 Sep 1959 | Brighton and Hove Albion A | L | 1 - 3 |
| Wed 9 Sep 1959 | Aston Villa H | L | 1 - 2 |
| Sat 12 Sep 1959 | Swansea Town H | L | 1 - 3 |
| Mon 14 Sep 1959 | Aston Villa A | L | 2 - 5 |
| Sat 19 Sep 1959 | Bristol Rovers A | L | 0 - 2 |
| Sat 26 Sep 1959 | Ipswich Town H | L | 0 - 2 |
| Sat 3 Oct 1959 | Huddersfield Town A | L | 3 - 6 |
| Sat 10 Oct 1959 | Derby County A | L | 0 - 1 |
| Sat 17 Oct 1959 | Plymouth Argyle H | W | 1 - 0 |
| Sat 24 Oct 1959 | Liverpool A | D | 1 - 1 |
| Tue 27 Oct 1959 | Arsenal- Southern Floodlight League Cup Round 1 A | L | 1 - 2 |
| Sat 31 Oct 1959 | Charlton Athletic H | D | 2 - 2 |
| Sat 7 Nov 1959 | Bristol City A | L | 0 - 2 |
| Sat 14 Nov 1959 | Scunthorpe United H | W | 4 - 0 |
| Sat 21 Nov 1959 | Rotherham United A | L | 1 - 2 |
| Sat 28 Nov 1959 | Cardiff City H | D | 1 - 1 |
| Sat 5 Dec 1959 | Hull City A | W | 3 - 1 |
| Sat 12 Dec 1959 | Sheffield United H | L | 0 - 2 |
| Sat 19 Dec 1959 | Middlesbrough H | W | 6 - 3 |
| Sat 26 Dec 1959 | Leyton Orient A | W | 2 - 1 |
| Mon 28 Dec 1959 | Leyton Orient H | D | 1 - 1 |
| Sat 2 Jan 1960 | Stoke City A | L | 0 - 4 |
| Sat 9 Jan 1960 | Sheffield United- FA Cup Round 3 A | L | 0 - 3 |
| Sat 16 Jan 1960 | Brighton and Hove Albion H | D | 2 - 2 |
| Sat 23 Jan 1960 | Swansea Town A | D | 1 - 1 |
| Sat 6 Feb 1960 | Bristol Rovers H | L | 4 - 5 |
| Sat 13 Feb 1960 | Ipswich Town A | D | 1 - 1 |
| Sat 20 Feb 1960 | Huddersfield Town H | L | 0 - 2 |
| Sat 27 Feb 1960 | Derby County H | L | 2 - 3 |
| Sat 5 Mar 1960 | Plymouth Argyle A | D | 1 - 1 |
| Sat 12 Mar 1960 | Liverpool H | W | 2 - 1 |
| Sat 19 Mar 1960 | Cardiff City A | W | 4 - 1 |
| Sat 26 Mar 1960 | Bristol City H | W | 2 - 0 |
| Sat 2 Apr 1960 | Scunthorpe United A | L | 0 - 1 |
| Sat 9 Apr 1960 | Rotherham United H | W | 2 - 0 |
| Fri 15 Apr 1960 | Sunderland A | L | 0 - 2 |
| Sat 16 Apr 1960 | Sheffield United A | D | 0 - 0 |
| Mon 18 Apr 1960 | Sunderland H | L | 1 - 2 |
| Sat 23 Apr 1960 | Hull City H | D | 1 - 1 |
| Sat 30 Apr 1960 | Charlton Athletic A | L | 1 - 6 |
