1. Round | 02/09/1899 | Nottingham Forest | - | Preston North End | 3:1 | ||||
2. Round | 09/09/1899 | Preston North End | - | Glossop North End | 1:0 | ||||
3. Round | 16/09/1899 | Stoke City | - | Preston North End | 3:1 | ||||
4. Round | 23/09/1899 | Preston North End | - | Sunderland AFC | 0:1 | ||||
5. Round | 30/09/1899 | West Bromwich Albion | - | Preston North End | 1:0 | ||||
6. Round | 07/10/1899 | Preston North End | - | Everton FC | 1:1 | ||||
7. Round | 14/10/1899 | Blackburn Rovers | - | Preston North End | 3:0 | ||||
8. Round | 21/10/1899 | Preston North End | - | Derby County | 0:0 | ||||
9. Round | 28/10/1899 | Bury FC | - | Preston North End | 2:0 |