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| Season 1987-88 |
| Pompey Match Results Season: 1986/87 Division Two | < Prev Season | Next Season > |
| Match Date | Fixture | Opponents (Select for match details) | Result | Score |
| Sat 23 Aug 1986 | A | Brighton | D | 0 - 0 |
| Sat 30 Aug 1986 | H | Ipswich Town | D | 1 - 1 |
| Tue 2 Sep 1986 | A | Hull City | W | 2 - 0 |
| Sat 6 Sep 1986 | A | Barnsley | W | 2 - 0 |
| Sat 13 Sep 1986 | H | Blackburn Rovers | W | 1 - 0 |
| Sat 20 Sep 1986 | A | Stoke City | D | 1 - 1 |
| Wed 24 Sep 1986 | A | Wrexham - Football League Cup Round 2 1st Leg | W | 2 - 1 |
| Mon 29 Sep 1986 | H | Huddersfield Town | W | 1 - 0 |
| Sat 4 Oct 1986 | A | Sunderland | D | 0 - 0 |
| Tue 7 Oct 1986 | H | Wrexham - Football League Cup Round 2 2nd Leg | W | 2 - 0 |
| Sat 11 Oct 1986 | H | Birmingham City | W | 2 - 0 |
| Sat 18 Oct 1986 | A | Leeds Utd | L | 1 - 3 |
| Tue 21 Oct 1986 | H | Derby County | W | 3 - 1 |
| Sat 25 Oct 1986 | H | West Bromwich Albion | W | 2 - 1 |
| Wed 29 Oct 1986 | A | Bradford City - Football League Cup Round 3 | L | 1 - 3 |
| Sat 1 Nov 1986 | A | Oldham Athletic | D | 0 - 0 |
| Sat 8 Nov 1986 | H | Bradford City | W | 2 - 1 |
| Sat 15 Nov 1986 | A | Shrewsbury Town | L | 0 - 1 |
| Sat 22 Nov 1986 | H | Grimsby Town | W | 2 - 1 |
| Sat 29 Nov 1986 | A | Millwall | D | 1 - 1 |
| Fri 12 Dec 1986 | H | Crystal Palace | W | 2 - 0 |
| Sat 13 Dec 1986 | A | Sheffield Utd | L | 0 - 1 |
| Sat 20 Dec 1986 | H | Barnsley | W | 2 - 1 |
| Fri 26 Dec 1986 | A | Plymouth Argyle | W | 3 - 2 |
| Mon 29 Dec 1986 | H | Shrewsbury Town | W | 3 - 0 |
| Thu 1 Jan 1987 | H | Reading | W | 1 - 0 |
| Sat 3 Jan 1987 | A | Blackburn Rovers | L | 0 - 1 |
| Sat 10 Jan 1987 | H | Blackburn Rovers - FA Cup Round 3 | W | 2 - 0 |
| Sat 24 Jan 1987 | H | Brighton | W | 1 - 0 |
| Sat 31 Jan 1987 | A | Wimbledon - FA Cup Round 4 | L | 0 - 4 |
| Sat 7 Feb 1987 | A | Ipswich Town | W | 1 - 0 |
| Sat 14 Feb 1987 | H | Hull City | W | 1 - 0 |
| Sat 21 Feb 1987 | A | Huddersfield Town | L | 0 - 2 |
| Sat 28 Feb 1987 | H | Stoke City | W | 3 - 0 |
| Tue 3 Mar 1987 | A | Derby County | D | 0 - 0 |
| Tue 10 Mar 1987 | H | Leeds Utd | D | 1 - 1 |
| Sat 21 Mar 1987 | A | Birmingham City | W | 1 - 0 |
| Sat 28 Mar 1987 | H | Sunderland | W | 3 - 1 |
| Sat 4 Apr 1987 | A | Bradford City | L | 0 - 1 |
| Sat 11 Apr 1987 | H | Oldham Athletic | W | 3 - 0 |
| Sat 18 Apr 1987 | A | Reading | D | 2 - 2 |
| Mon 20 Apr 1987 | H | Plymouth Argyle | L | 0 - 1 |
| Mon 27 Apr 1987 | A | Grimsby Town | W | 2 - 0 |
| Wed 29 Apr 1987 | A | West Bromwich Albion | L | 0 - 1 |
| Sat 2 May 1987 | H | Millwall | W | 2 - 0 |
| Mon 4 May 1987 | A | Crystal Palace | L | 0 - 1 |
| Sat 9 May 1987 | H | Sheffield Utd | L | 1 - 2 |
| < Back < League Table < Playing Squad 1986-87 |
