| 3. Round | 06/09/1919 | Bradford Park Avenue | - | Bolton Wanderers | 2:0 | ||||
| 4. Round | 10/09/1919 | Burnley FC | - | Bolton Wanderers | 2:1 | ||||
| 28. Round | 14/02/1920 | Chelsea FC | - | Bolton Wanderers | 2:3 | ||||
| 29. Round | 21/02/1920 | Bolton Wanderers | - | Newcastle United | 0:3 | ||||
| 30. Round | 28/02/1920 | Newcastle United | - | Bolton Wanderers | 0:1 | ||||
| 32. Round | 13/03/1920 | Bolton Wanderers | - | Aston Villa | 2:1 | ||||
| 33. Round | 20/03/1920 | Oldham Athletic | - | Bolton Wanderers | 2:0 |
England