| 1. Round | 07/09/1889 | Everton FC | - | Blackburn Rovers | 3:2 | ||||
| 1. Round | 14/09/1889 | Everton FC | - | Burnley FC | 2:1 | ||||
| 1. Round | 16/09/1889 | Wolverhampton Wanderers | - | Everton FC | 2:1 | ||||
| 1. Round | 21/09/1889 | Bolton Wanderers | - | Everton FC | 3:4 | ||||
| 1. Round | 28/09/1889 | Everton FC | - | Bolton Wanderers | 3:0 | ||||
| 1. Round | 30/09/1889 | Everton FC | - | Wolverhampton Wanderers | 1:1 | ||||
| 2. Round | 05/10/1889 | Derby County | - | Everton FC | 2:2 | ||||
| 2. Round | 19/10/1889 | Notts County | - | Everton FC | 4:3 | ||||
| 2. Round | 26/10/1889 | Everton FC | - | Accrington FC | 2:2 | ||||
| 3. Round | 16/11/1889 | Everton FC | - | Preston North End | 1:5 |
Wales