1991–92 Portsmouth F.C. season League Cup League Cup

| Opposing_Team | Against | Date_ | Venue | Round |
|---|---|---|---|---|
| Gillingham | 1 | 20 August 1991 | Fratton Park | 1st Round 1st Leg |
| Gillingham | 3 | 27 August 1991 | Priestfield Stadium | 1st Round 2nd Leg |
| Oxford United | 0 | 24 September 1991 | Fratton Park | 2nd Round 1st Leg |
| Oxford United | 0 | 9 October 1991 | Manor Ground | 2nd Round 2nd Leg |
| Manchester United | 3 | 30 October 1991 | Old Trafford | 3rd Round |