| 2. Round | 12/10/1889 | Aston Villa | - | Derby County | 7:1 | ||||
| 2. Round | 19/10/1889 | Blackburn Rovers | - | Aston Villa | 7:0 | ||||
| 2. Round | 26/10/1889 | Aston Villa | - | West Bromwich Albion | 1:0 | ||||
| 3. Round | 02/11/1889 | Aston Villa | - | Wolverhampton Wanderers | 2:1 | ||||
| 3. Round | 09/11/1889 | Notts County | - | Aston Villa | 1:1 | ||||
| 3. Round | 16/11/1889 | Bolton Wanderers | - | Aston Villa | 2:0 | ||||
| 3. Round | 23/11/1889 | Aston Villa | - | Everton FC | 1:2 | ||||
| 3. Round | 30/11/1889 | Accrington FC | - | Aston Villa | 4:2 | ||||
| 4. Round | 07/12/1889 | Aston Villa | - | Stoke City | 6:1 | ||||
| 4. Round | 21/12/1889 | Wolverhampton Wanderers | - | Aston Villa | 1:1 | ||||
| 4. Round | 25/12/1889 | Preston North End | - | Aston Villa | 3:2 | ||||
| 4. Round | 26/12/1889 | Aston Villa | - | Accrington FC | 1:2 | ||||
| 4. Round | 28/12/1889 | Derby County | - | Aston Villa | 5:0 | ||||
| 5. Round | 04/01/1890 | Everton FC | - | Aston Villa | 7:0 | ||||
| 5. Round | 25/01/1890 | Aston Villa | - | Bolton Wanderers | 1:2 | ||||
| 7. Round | 17/03/1890 | Stoke City | - | Aston Villa | 1:1 | ||||
| 7. Round | 31/03/1890 | Aston Villa | - | Blackburn Rovers | 3:0 |
England