| 1. Round | 14/09/1889 | Bolton Wanderers | - | Accrington FC | 2:4 | ||||
| 1. Round | 21/09/1889 | Bolton Wanderers | - | Everton FC | 3:4 | ||||
| 1. Round | 28/09/1889 | Everton FC | - | Bolton Wanderers | 3:0 | ||||
| 2. Round | 12/10/1889 | Bolton Wanderers | - | Preston North End | 2:6 | ||||
| 2. Round | 19/10/1889 | Stoke City | - | Bolton Wanderers | 0:1 |
England