| 1. Round | 01/09/1900 | Preston North End | - | Everton FC | 1:2 | ||||
| 25. Round | 03/09/1900 | Aston Villa | - | Preston North End | 4:0 | ||||
| 2. Round | 08/09/1900 | Sunderland AFC | - | Preston North End | 3:1 | ||||
| 3. Round | 15/09/1900 | Preston North End | - | Derby County | 3:2 |
| 1. Round | 01/09/1900 | Preston North End | - | Everton FC | 1:2 | ||||
| 25. Round | 03/09/1900 | Aston Villa | - | Preston North End | 4:0 | ||||
| 2. Round | 08/09/1900 | Sunderland AFC | - | Preston North End | 3:1 | ||||
| 3. Round | 15/09/1900 | Preston North End | - | Derby County | 3:2 |
| Robert Holmes | |
| Born: | 23.06.1867 † 17.11.1955 |
| Place of birth: |
Preston, 
England |
| Nationality: |
England
|