1949–50 Portsmouth F.C. season FA Cup FA Cup

| Opposing_Team | Against | Date_ | Venue | Round |
|---|---|---|---|---|
| Norwich City | 1 | 7 January 1950 | H | 3rd Round |
| Norwich City | 0 | 12 January 1950 | A | 3rd Round Replay |
| Grimsby Town | 0 | 28 January 1950 | H | 4th Round |
| Manchester United | 3 | 11 February 1950 | A | 5th Round |
| Manchester United | 3 | 15 February 1950 | H | 5th Round Replay |