| Cuarta Ronda | 25.01.1997 | Hednesford Town | - | Middlesbrough | 2:3 |  |
|||
| Octavos de final | 15.02.1997 | Manchester City | - | Middlesbrough | 0:1 | |
|||
| Cuartos de final | 08.03.1997 | Derby County | - | Middlesbrough | 0:2 | ||||
| Semifinales | 13.04.1997 | Middlesbrough | - | Chesterfield FC | 3:3 pró. |  |
|||
| Final | 17.05.1997 | Chelsea | - | Middlesbrough | 2:0 | |
Italia