| 4. Round | 07/09/1990 | Aston Villa | - | Coventry City | 2:1 | ||||
| 6. Round | 21/09/1990 | Aston Villa | - | Queens Park Rangers | 2:2 | ||||
| 14. Round | 23/11/1990 | Luton Town | - | Aston Villa | 2:0 | ||||
| 17. Round | 14/12/1990 | Southampton FC | - | Aston Villa | 1:1 | ||||
| 19. Round | 25/12/1990 | Everton FC | - | Aston Villa | 1:0 | ||||
| 20. Round | 28/12/1990 | Manchester United | - | Aston Villa | 1:1 | ||||
| 21. Round | 31/12/1990 | Aston Villa | - | Crystal Palace | 2:0 | ||||
| 22. Round | 11/01/1991 | Aston Villa | - | Liverpool FC | 0:0 | ||||
| 23. Round | 18/01/1991 | Coventry City | - | Aston Villa | 2:1 | ||||
| 24. Round | 01/02/1991 | Aston Villa | - | Derby County | 3:2 |  |
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| 27. Round | 22/02/1991 | Nottingham Forest | - | Aston Villa | 2:2 | ||||
| 28. Round | 01/03/1991 | Sheffield United | - | Aston Villa | 2:1 | ||||
| 29. Round | 08/03/1991 | Aston Villa | - | Luton Town | 1:2 | ||||
| 30. Round | 15/03/1991 | Aston Villa | - | Tottenham Hotspur | 3:2 | ||||
| 34. Round | 05/04/1991 | Aston Villa | - | Manchester United | 1:1 | ||||
| 37. Round | 03/05/1991 | Leeds United | - | Aston Villa | 5:2 | ||||
| 26. Round | 07/05/1991 | Aston Villa | - | Norwich City | 2:1 | |
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| 38. Round | 10/05/1991 | Aston Villa | - | Chelsea FC | 2:2 |
Trinidad & Tobago
