| 2. Round | 18/08/1992 | Middlesbrough FC | - | Manchester City | 2:0 | ||||
| 3. Round | 21/08/1992 | Middlesbrough FC | - | Leeds United | 4:1 | ||||
| 5. Round | 28/08/1992 | Southampton FC | - | Middlesbrough FC | 2:1 | ||||
| 6. Round | 31/08/1992 | Middlesbrough FC | - | Ipswich Town | 2:2 | ||||
| 10. Round | 25/09/1992 | Middlesbrough FC | - | Aston Villa | 2:3 | ||||
| 11. Round | 03/10/1992 | Middlesbrough FC | - | Manchester United | 1:1 | ||||
| 28. Round | 08/02/1993 | Sheffield United | - | Middlesbrough FC | 2:0 | ||||
| 29. Round | 01/03/1993 | Ipswich Town | - | Middlesbrough FC | 0:1 | ||||
| 34. Round | 12/03/1993 | Middlesbrough FC | - | Liverpool FC | 1:2 | ||||
| 35. Round | 19/03/1993 | Blackburn Rovers | - | Middlesbrough FC | 1:1 | ||||
| 36. Round | 21/03/1993 | Middlesbrough FC | - | Oldham Athletic | 2:3 | ||||
| 37. Round | 02/04/1993 | Chelsea FC | - | Middlesbrough FC | 4:0 |
England