1. Round | 02/09/1899 | Glossop North End | - | Burnley FC | 2:0 | ||||
33. Round | 04/09/1899 | Aston Villa | - | Glossop North End | 9:0 | ||||
2. Round | 09/09/1899 | Preston North End | - | Glossop North End | 1:0 | ||||
3. Round | 16/09/1899 | Glossop North End | - | Nottingham Forest | 3:0 | ||||
5. Round | 30/09/1899 | Stoke City | - | Glossop North End | 1:0 | ||||
6. Round | 07/10/1899 | Glossop North End | - | Sunderland AFC | 0:2 | ||||
7. Round | 14/10/1899 | West Bromwich Albion | - | Glossop North End | 3:3 | ||||
8. Round | 21/10/1899 | Glossop North End | - | Everton FC | 1:1 | ||||
11. Round | 11/11/1899 | Bury FC | - | Glossop North End | 2:1 | ||||
12. Round | 18/11/1899 | Glossop North End | - | Notts County | 0:0 | ||||
13. Round | 25/11/1899 | Manchester City | - | Glossop North End | 4:1 | ||||
14. Round | 02/12/1899 | Glossop North End | - | Sheffield United | 2:2 | ||||
10. Round | 26/12/1899 | Derby County | - | Glossop North End | 4:1 | ||||
18. Round | 30/12/1899 | Burnley FC | - | Glossop North End | 3:1 | ||||
20. Round | 06/01/1900 | Glossop North End | - | Preston North End | 0:2 |