| Segunda etapa | 18.09.1996 | Middlesbrough | - | Hereford United | 7:0 |  |
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| Tercera ronda | 23.10.1996 | Middlesbrough | - | Huddersfield Town | 5:1 | |
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| Octavos de final | 27.11.1996 | Middlesbrough | - | Newcastle United | 3:1 | |
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| Cuartos de final | 08.01.1997 | Middlesbrough | - | Liverpool | 2:1 | ||||
| Semifinales | 26.02.1997 | Stockport County | - | Middlesbrough | 0:2 | |
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| Semifinales | 12.03.1997 | Middlesbrough | - | Stockport County | 0:1 | ||||
| Final | 06.04.1997 | Leicester City | - | Middlesbrough | 1:1 pró. | |
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| Final | 16.04.1997 | Leicester City | - | Middlesbrough | 1:0 pró. |
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