| Chelsea FC v Manchester United FC 30/08/1939 | View match | |
| Chelsea FC v Arsenal FC 07/10/1939 | View match | |
| Fulham FC v Aldershot F.C 04/11/1939 | View match | |
| Orient v Southend United FC 11/11/1939 | View match | |
| Orient v West Ham United FC 16/12/1939 | View match | |
| Portsmouth FC v Fulham FC 23/12/1939 | View match | |
| Crystal Palace FC v Arsenal FC 26/12/1939 | View match | |
| Portsmouth FC v Aldershot F.C 30/12/1939 | View match | |
| Tottenham Hotspur FC v Arsenal FC 25/01/1940 | View match | |
| Orient v Millwall FC 27/01/1940 | View match | |
| Orient v Watford FC 17/02/1940 | View match | |
| Watford FC v Crystal Palace FC 09/03/1940 | View match |