| 2. Round | 20/10/1888 | Bolton Wanderers | - | Aston Villa | 2:3 | ||||
| 3. Round | 17/11/1888 | Bolton Wanderers | - | West Bromwich Albion | 1:2 | ||||
| 3. Round | 24/11/1888 | Bolton Wanderers | - | Preston North End | 2:5 | ||||
| 4. Round | 08/12/1888 | Blackburn Rovers | - | Bolton Wanderers | 4:4 | ||||
| 5. Round | 19/01/1889 | Stoke City | - | Bolton Wanderers | 2:2 | ||||
| 7. Round | 09/03/1889 | Bolton Wanderers | - | Notts County | 7:3 | ||||
| 7. Round | 23/03/1889 | Accrington FC | - | Bolton Wanderers | 2:3 |
England