| 1. Round | 07/09/1889 | Aston Villa | - | Burnley FC | 2:2 | ||||
| 1. Round | 14/09/1889 | Aston Villa | - | Notts County | 1:1 | ||||
| 1. Round | 21/09/1889 | Aston Villa | - | Preston North End | 5:3 | ||||
| 1. Round | 28/09/1889 | West Bromwich Albion | - | Aston Villa | 3:0 | ||||
| 2. Round | 05/10/1889 | Burnley FC | - | Aston Villa | 2:6 | ||||
| 2. Round | 26/10/1889 | Aston Villa | - | West Bromwich Albion | 1:0 | ||||
| 3. Round | 02/11/1889 | Aston Villa | - | Wolverhampton Wanderers | 2:1 | ||||
| 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