| 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 |  |
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| 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 | 02/11/1889 | Everton FC | - | Stoke City | 8:0 | |
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| 3. Round | 09/11/1889 | Stoke City | - | Everton FC | 1:2 | |
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| 3. Round | 16/11/1889 | Everton FC | - | Preston North End | 1:5 | ||||
| 3. Round | 23/11/1889 | Aston Villa | - | Everton FC | 1:2 | ||||
| 4. Round | 07/12/1889 | Everton FC | - | Notts County | 5:3 | |
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| 4. Round | 21/12/1889 | Preston North End | - | Everton FC | 1:2 | ||||
| 4. Round | 28/12/1889 | Blackburn Rovers | - | Everton FC | 2:4 | |
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| 5. Round | 04/01/1890 | Everton FC | - | Aston Villa | 7:0 | |
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| 6. Round | 08/02/1890 | Burnley FC | - | Everton FC | 0:1 | ||||
| 6. Round | 22/02/1890 | Accrington FC | - | Everton FC | 5:3 |
Scotland