| Portsmouth FC v Southampton FC 27/12/1943 | £50.00 | |
| Portsmouth FC v Crystal Palace FC 05/02/1944 | £75.00 | |
| Portsmouth FC v Aldershot F.C 19/02/1944 | £165.00 | |
| Portsmouth FC v Aldershot F.C 19/02/1944 | £145.00 | |
| Portsmouth FC v Clapton Orient 26/08/1944 | £85.00 | |
| Portsmouth FC v Brentford FC 02/09/1944 | £65.00 | |
| Portsmouth FC v Charlton Athletic FC 09/09/1944 | £70.00 | |
| Portsmouth FC v West Ham United FC 23/09/1944 | £45.00 | |
| Portsmouth FC v Southampton FC 30/09/1944 | £65.00 | |
| Portsmouth FC v Chelsea FC 07/10/1944 | £65.00 | |
| Portsmouth FC v Aldershot F.C 28/10/1944 | £50.00 | |
| Portsmouth FC v Aldershot F.C 28/10/1944 | £70.00 |