| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1938/39 | First Round Proper - 1 | 26/11/1938 | Chester | 3 - 1 | Bradford City | [33] | ||||
| 2 | FA Cup 1938/39 | Second Round Proper - 1 | 10/12/1938 | Chester | 2 - 2 | Hull City | [33] | ||||
| 3 | FA Cup 1938/39 | Second Round Proper - 2 | 15/12/1938 | Hull City | 0 - 1 | Chester | [33] | ||||
| 4 | FA Cup 1938/39 | Third Round Proper - 1 | 07/01/1939 | Chester | 1 - 0 | Coventry City | [33] | ||||
| 5 | FA Cup 1938/39 | Fourth Round Proper - 1 | 21/01/1939 | Sheffield Wednesday | 1 - 1 | Chester | [33] | ||||
| 6 | FA Cup 1938/39 | Fourth Round Proper - 2 | 25/01/1939 | Chester | 1 - 1 | Sheffield Wednesday | [33] | ||||
| 7 | FA Cup 1938/39 | Fourth Round Proper - 2 | 30/01/1939 | Sheffield Wednesday | 2 - 0 | Chester | [33] |
