Sat 3 Feb 1990
Division Two
Middlesbrough 2 Pompey 0
| Pos | Player | Goals | Subs |
| 1 | Alan Knight | ||
| 2 | Warren Neill | ||
| 3 | Gary Stevens | ||
| 4 | Mike Fillery | ||
| 5 | Graeme Hogg | ||
| 6 | Kevin Ball | ||
| 7 | Steve Wigley | ||
| 8 | Micky Hazard | ||
| 9 | Guy Whittingham | * | |
| 9 | Jimmy Gilligan | s | |
| 10 | Kenny Black | * | |
| 10 | Martin Kuhl | s | |
| 11 | Mark Chamberlain |
| Select Pompey player for stats |
| Scorers: Manager: Frank Burrows Attendance: 15,295 |
Season 1989/90
Fixtures
Select opponent for Pompey line-up Change Season
| Date | Opponent | Result | Score |
| Sat 19 Aug 1989 | Watford A | L | 0 - 1 |
| Wed 23 Aug 1989 | Bristol Rovers- Football League Cup Round 1 1st Leg A | L | 0 - 1 |
| Sat 26 Aug 1989 | Stoke City H | D | 0 - 0 |
| Tue 29 Aug 1989 | Bristol Rovers- Football League Cup Round 1 2nd Leg H | W | 2 - 0 |
| Sat 2 Sep 1989 | Bradford City A | D | 1 - 1 |
| Fri 8 Sep 1989 | Hull City H | D | 2 - 2 |
| Tue 12 Sep 1989 | Plymouth Argyle H | L | 0 - 3 |
| Sat 16 Sep 1989 | Newcastle United A | L | 0 - 1 |
| Wed 20 Sep 1989 | Manchester United- Football League Cup Round 2 1st Leg H | L | 2 - 3 |
| Sat 23 Sep 1989 | Middlesbrough H | W | 3 - 1 |
| Tue 26 Sep 1989 | West Ham United H | L | 0 - 1 |
| Sat 30 Sep 1989 | Wolverhampton Wanderers A | L | 0 - 5 |
| Tue 3 Oct 1989 | Manchester United- Football League Cup Round 2 2nd Leg A | D | 0 - 0 |
| Sat 7 Oct 1989 | Oxford United A | L | 1 - 2 |
| Sat 14 Oct 1989 | Blackburn Rovers H | D | 1 - 1 |
| Tue 17 Oct 1989 | Leeds United H | D | 3 - 3 |
| Sat 21 Oct 1989 | AFC Bournemouth A | W | 1 - 0 |
| Sat 28 Oct 1989 | Ipswich Town H | L | 2 - 3 |
| Tue 31 Oct 1989 | Sheffield United A | L | 1 - 2 |
| Sat 4 Nov 1989 | Barnsley A | W | 1 - 0 |
| Sat 11 Nov 1989 | Port Vale H | W | 2 - 0 |
| Sat 18 Nov 1989 | West Bromwich Albion H | D | 1 - 1 |
| Sun 26 Nov 1989 | Swindon Town A | D | 2 - 2 |
| Sat 2 Dec 1989 | Watford H | L | 1 - 2 |
| Tue 5 Dec 1989 | Wimbledon- Full Members Cup Round 2 H | L | 0 - 1 |
| Sun 10 Dec 1989 | Plymouth Argyle A | W | 2 - 0 |
| Sat 16 Dec 1989 | Sunderland H | D | 3 - 3 |
| Tue 26 Dec 1989 | Brighton and Hove Albion A | D | 0 - 0 |
| Sat 30 Dec 1989 | Oldham Athletic A | D | 3 - 3 |
| Mon 1 Jan 1990 | Leicester City H | L | 2 - 3 |
| Sat 6 Jan 1990 | Crystal Palace- FA Cup Round 3 A | L | 1 - 2 |
| Sat 13 Jan 1990 | Stoke City A | W | 2 - 1 |
| Sat 20 Jan 1990 | Bradford City H | W | 3 - 0 |
| Sat 3 Feb 1990 | Middlesbrough A | L | 0 - 2 |
| Sat 10 Feb 1990 | Newcastle United H | D | 1 - 1 |
| Sat 17 Feb 1990 | Hull City A | W | 2 - 1 |
| Sat 24 Feb 1990 | Swindon Town H | D | 1 - 1 |
| Sat 3 Mar 1990 | West Bromwich Albion A | D | 0 - 0 |
| Tue 6 Mar 1990 | Wolverhampton Wanderers H | L | 1 - 3 |
| Sat 10 Mar 1990 | West Ham United A | L | 1 - 2 |
| Sat 17 Mar 1990 | Oxford United H | W | 2 - 1 |
| Tue 20 Mar 1990 | Blackburn Rovers A | L | 0 - 2 |
| Sat 24 Mar 1990 | Leeds United A | L | 0 - 2 |
| Sat 31 Mar 1990 | AFC Bournemouth H | W | 2 - 1 |
| Sat 7 Apr 1990 | Sheffield United H | W | 3 - 2 |
| Tue 10 Apr 1990 | Ipswich Town A | W | 1 - 0 |
| Sat 14 Apr 1990 | Leicester City A | D | 1 - 1 |
| Mon 16 Apr 1990 | Brighton and Hove Albion H | W | 3 - 0 |
| Sat 21 Apr 1990 | Sunderland A | D | 2 - 2 |
| Tue 24 Apr 1990 | Oldham Athletic H | W | 2 - 1 |
| Sat 28 Apr 1990 | Port Vale A | D | 1 - 1 |
| Sat 5 May 1990 | Barnsley H | W | 2 - 1 |
