| 1. Ronde | 02.09.1899 | Nottingham Forest | - | Preston North End | 3:1 |  |
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| 2. Ronde | 09.09.1899 | Preston North End | - | Glossop North End | 1:0 | |
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| 3. Ronde | 16.09.1899 | Stoke City | - | Preston North End | 3:1 | ||||
| 4. Ronde | 23.09.1899 | Preston North End | - | Sunderland AFC | 0:1 | ||||
| 8. Ronde | 21.10.1899 | Preston North End | - | Derby County | 0:0 | ||||
| 9. Ronde | 28.10.1899 | Bury FC | - | Preston North End | 2:0 | ||||
| 10. Ronde | 04.11.1899 | Preston North End | - | Notts County | 4:3 | ||||
| 11. Ronde | 11.11.1899 | Manchester City | - | Preston North End | 3:1 |
Engeland