| 1. Journée | 02.09.1899 | Bury FC | - | Wolverhampton Wanderers | 3:0 | ||||
| 13. Journée | 25.11.1899 | Liverpool FC | - | Wolverhampton Wanderers | 1:1 | ||||
| 14. Journée | 02.12.1899 | Wolverhampton Wanderers | - | Blackburn Rovers | 4:0 | ||||
| 15. Journée | 09.12.1899 | Burnley FC | - | Wolverhampton Wanderers | 0:1 |  |
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| 16. Journée | 16.12.1899 | Derby County | - | Wolverhampton Wanderers | 0:2 | ||||
| 17. Journée | 23.12.1899 | Wolverhampton Wanderers | - | Preston North End | 1:3 | ||||
| 8. Journée | 26.12.1899 | Wolverhampton Wanderers | - | Sunderland AFC | 1:0 | ||||
| 18. Journée | 30.12.1899 | Wolverhampton Wanderers | - | Bury FC | 1:0 | ||||
| 25. Journée | 01.01.1900 | Sunderland AFC | - | Wolverhampton Wanderers | 1:2 | |
Angleterre