Wed 9 Apr 1969
Division Two
Pompey 2 Carlisle United 1
| Pos | Player | Goals | Subs |
| 1 | John Milkins | ||
| 2 | Roy Pack | ||
| 3 | George Ley | ||
| 4 | Ray Pointer | ||
| 5 | Eoin Hand | ||
| 6 | Harry Harris | ||
| 7 | Albie McCann | ||
| 8 | William Atkins | ||
| 9 | Ray Hiron | 2 | |
| 10 | Brian Bromley | ||
| 11 | Mike Travers |
| Select Pompey player for stats |
| Scorers: Hiron 2 Manager: George Smith Attendance: 18,130 |
Season 1968/69
Fixtures
Select opponent for Pompey line-up Change Season
| Date | Opponent | Result | Score |
| Sat 10 Aug 1968 | Huddersfield Town A | D | 0 - 0 |
| Tue 13 Aug 1968 | Carlisle United A | D | 0 - 0 |
| Sat 17 Aug 1968 | Middlesbrough H | W | 3 - 0 |
| Wed 21 Aug 1968 | Blackburn Rovers H | L | 0 - 1 |
| Sat 24 Aug 1968 | Birmingham City A | L | 2 - 5 |
| Mon 26 Aug 1968 | Preston North End A | D | 0 - 0 |
| Sat 31 Aug 1968 | Cardiff City H | L | 1 - 3 |
| Tue 3 Sep 1968 | Coventry City- Football League Cup Round 2 A | L | 0 - 2 |
| Sat 7 Sep 1968 | Charlton Athletic A | L | 1 - 2 |
| Fri 13 Sep 1968 | Bury H | L | 1 - 2 |
| Sat 21 Sep 1968 | Norwich City A | W | 1 - 0 |
| Sat 28 Sep 1968 | Crystal Palace H | D | 3 - 3 |
| Sat 5 Oct 1968 | Oxford United H | W | 3 - 0 |
| Wed 9 Oct 1968 | Preston North End H | D | 1 - 1 |
| Sat 12 Oct 1968 | Blackpool A | D | 1 - 1 |
| Sat 19 Oct 1968 | Derby County H | L | 0 - 1 |
| Sat 26 Oct 1968 | Bristol City A | D | 2 - 2 |
| Sat 2 Nov 1968 | Sheffield United H | W | 2 - 1 |
| Sat 9 Nov 1968 | Fulham A | D | 2 - 2 |
| Sat 16 Nov 1968 | Aston Villa H | W | 2 - 0 |
| Sat 23 Nov 1968 | Hull City A | D | 2 - 2 |
| Sat 30 Nov 1968 | Millwall H | W | 3 - 0 |
| Sat 7 Dec 1968 | Bolton Wanderers A | L | 0 - 1 |
| Sat 14 Dec 1968 | Blackpool H | W | 1 - 0 |
| Sat 21 Dec 1968 | Derby County A | L | 1 - 2 |
| Sat 28 Dec 1968 | Bristol City H | D | 1 - 1 |
| Sat 4 Jan 1969 | Chesterfield- FA Cup Round 3 H | W | 3 - 0 |
| Sat 11 Jan 1969 | Sheffield United A | L | 0 - 2 |
| Sat 18 Jan 1969 | Fulham H | W | 3 - 1 |
| Sat 25 Jan 1969 | Blackburn Rovers- FA Cup Round 4 A | L | 0 - 4 |
| Sat 1 Feb 1969 | Aston Villa A | L | 0 - 2 |
| Sat 8 Feb 1969 | Hull City H | W | 1 - 0 |
| Sat 15 Feb 1969 | Millwall A | D | 0 - 0 |
| Sat 22 Feb 1969 | Bolton Wanderers H | D | 2 - 2 |
| Sat 1 Mar 1969 | Huddersfield Town H | L | 1 - 2 |
| Wed 5 Mar 1969 | Oxford United A | L | 1 - 3 |
| Sat 8 Mar 1969 | Middlesbrough A | L | 0 - 1 |
| Sat 15 Mar 1969 | Birmingham City H | D | 0 - 0 |
| Fri 21 Mar 1969 | Cardiff City A | D | 2 - 2 |
| Sat 29 Mar 1969 | Charlton Athletic H | W | 4 - 1 |
| Sat 5 Apr 1969 | Crystal Palace A | L | 1 - 3 |
| Mon 7 Apr 1969 | Blackburn Rovers A | L | 1 - 3 |
| Wed 9 Apr 1969 | Carlisle United H | W | 2 - 1 |
| Sat 12 Apr 1969 | Norwich City H | W | 5 - 2 |
| Fri 18 Apr 1969 | Bury A | L | 2 - 3 |
