| Date | Opponents | Comp | Res | Venue |
|---|---|---|---|---|
| Sat 25 Aug 1990 | WEST BROMWICH ALBION | League | D 1-1 | Fratton Park |
| Wed 29 Aug 1990 | West Ham United | League | D 1-1 | Upton Park |
| Sat 01 Sep 1990 | Oldham Athletic | League | L 1-3 | Boundary Park |
| Sat 08 Sep 1990 | PORT VALE | League | L 2-4 | Fratton Park |
| Sat 15 Sep 1990 | Notts. County | League | L 1-2 | Meadow Lane |
| Wed 19 Sep 1990 | Brighton & Hove Albion | League | L 2-3 | Goldstone Ground |
| Sat 22 Sep 1990 | BLACKBURN ROVERS | League | W 3-2 | Fratton Park |
| Tue 25 Sep 1990 | Cardiff City | League Cup | D 1-1 | Ninian Park |
| Sat 29 Sep 1990 | PLYMOUTH ARGYLE | League | W 3-1 | Fratton Park |
| Wed 03 Oct 1990 | Millwall | League | L 0-2 | The Den (old) |
| Sat 06 Oct 1990 | Newcastle United | League | L 1-2 | St. James Park |
| Tue 09 Oct 1990 | CARDIFF CITY | League Cup | W 3-1* | Fratton Park |
| Sat 13 Oct 1990 | BARNSLEY | League | D 0-0 | Fratton Park |
| Sat 20 Oct 1990 | LEICESTER CITY | League | W 3-1 | Fratton Park |
| Tue 23 Oct 1990 | Watford | League | W 1-0 | Vicarage Road |
| Sat 27 Oct 1990 | Bristol Rovers | League | W 2-1 | Twerton Park |
| Wed 31 Oct 1990 | Chelsea | League Cup | D 0-0 | Stamford Bridge |
| Sat 03 Nov 1990 | WOLVERHAMPTON WANDERERS | League | D 0-0 | Fratton Park |
| Tue 06 Nov 1990 | CHELSEA | League Cup | L 2-3 | Fratton Park |
| Sat 10 Nov 1990 | Swindon Town | League | L 0-3 | County Ground |
| Sat 17 Nov 1990 | MIDDLESBROUGH | League | L 0-3 | Fratton Park |
| Sat 24 Nov 1990 | Charlton Athletic | League | L 1-2 | Selhurst Park |
| Sat 01 Dec 1990 | OXFORD UNITED | League | D 1-1 | Fratton Park |
| Sat 08 Dec 1990 | WEST HAM UNITED | League | L 0-1 | Fratton Park |
| Sat 15 Dec 1990 | West Bromwich Albion | League | D 0-0 | The Hawthorns |
| Fri 21 Dec 1990 | IPSWICH TOWN | League | D 1-1 | Fratton Park |
| Wed 26 Dec 1990 | Bristol City | League | L 1-4 | Ashton Gate |
| Sat 29 Dec 1990 | Sheffield Wednesday | League | L 1-2 | Hillsborough |
| Tue 01 Jan 1991 | HULL CITY | League | W 5-1 | Fratton Park |
| Sat 05 Jan 1991 | Barnet | F.A. Cup | W 5-0 | Underhill |
| Sat 12 Jan 1991 | OLDHAM ATHLETIC | League | L 1-4 | Fratton Park |
| Sat 19 Jan 1991 | Port Vale | League | L 2-3 | Vale Park |
| Sat 26 Jan 1991 | AFC BOURNEMOUTH | F.A. Cup | W 5-1 | Fratton Park |
| Sat 02 Feb 1991 | NOTTS. COUNTY | League | W 2-1 | Fratton Park |
| Sat 09 Feb 1991 | Blackburn Rovers | League | D 1-1 | Ewood Park |
| Sat 16 Feb 1991 | TOTTENHAM HOTSPUR | F.A. Cup | L 1-2 | Fratton Park |
| Sat 23 Feb 1991 | SWINDON TOWN | League | W 2-1 | Fratton Park |
| Tue 26 Feb 1991 | Middlesbrough | League | W 2-1 | Ayresome Park |
| Sat 02 Mar 1991 | Oxford United | League | L 0-1 | Manor Ground |
| Sat 09 Mar 1991 | CHARLTON ATHLETIC | League | L 0-1 | Fratton Park |
| Tue 12 Mar 1991 | MILLWALL | League | D 0-0 | Fratton Park |
| Sat 16 Mar 1991 | Plymouth Argyle | League | D 1-1 | Home Park |
| Tue 19 Mar 1991 | Barnsley | League | L 0-4 | Oakwell |
| Sat 23 Mar 1991 | NEWCASTLE UNITED | League | L 0-1 | Fratton Park |
| Sat 30 Mar 1991 | BRISTOL CITY | League | W 4-1 | Fratton Park |
| Tue 02 Apr 1991 | Ipswich Town | League | D 2-2 | Portman Road |
| Sat 06 Apr 1991 | SHEFFIELD WEDNESDAY | League | W 2-0 | Fratton Park |
| Sat 13 Apr 1991 | Hull City | League | W 2-0 | Boothferry Park |
| Tue 16 Apr 1991 | BRIGHTON & HOVE ALBION | League | W 1-0 | Fratton Park |
| Sat 20 Apr 1991 | Leicester City | League | L 1-2 | Filbert Street |
| Sat 27 Apr 1991 | WATFORD | League | L 0-1 | Fratton Park |
| Sat 04 May 1991 | BRISTOL ROVERS | League | W 3-1 | Fratton Park |
| Sat 11 May 1991 | Wolverhampton Wanderers | League | L 1-3 | Molineux |
*Portsmouth won 4-2 on aggregate