| 12. Jornada | 18.11.1899 | Glossop North End | - | Notts County | 0:0 | ||||
| 13. Jornada | 25.11.1899 | Manchester City | - | Glossop North End | 4:1 | ||||
| 14. Jornada | 02.12.1899 | Glossop North End | - | Sheffield United | 2:2 | ||||
| 16. Jornada | 16.12.1899 | Glossop North End | - | Aston Villa | 1:0 |  |
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| 17. Jornada | 23.12.1899 | Liverpool | - | Glossop North End | 5:2 | ||||
| 10. Jornada | 26.12.1899 | Derby County | - | Glossop North End | 4:1 | ||||
| 18. Jornada | 30.12.1899 | Burnley FC | - | Glossop North End | 3:1 | ||||
| 20. Jornada | 06.01.1900 | Glossop North End | - | Preston North End | 0:2 | ||||
| 21. Jornada | 13.01.1900 | Nottingham Forest | - | Glossop North End | 5:0 | ||||
| 22. Jornada | 20.01.1900 | Glossop North End | - | Wolverhampton Wanderers | 2:3 | ||||
| 23. Jornada | 03.02.1900 | Glossop North End | - | Stoke City | 1:2 | ||||
| 15. Jornada | 14.03.1900 | Newcastle United | - | Glossop North End | 1:0 | ||||
| 28. Jornada | 17.03.1900 | Glossop North End | - | Bury FC | 0:0 |
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