| 2. Runde | 18.09.1996 | Middlesbrough FC | - | Hereford United | 7:0 |  |
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| 3. Runde | 23.10.1996 | Middlesbrough FC | - | Huddersfield Town | 5:1 | |
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| Achtelfinale | 27.11.1996 | Middlesbrough FC | - | Newcastle United | 3:1 | ||||
| Viertelfinale | 08.01.1997 | Middlesbrough FC | - | Liverpool FC | 2:1 |  |
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| Halbfinale | 26.02.1997 | Stockport County | - | Middlesbrough FC | 0:2 | |
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| Halbfinale | 12.03.1997 | Middlesbrough FC | - | Stockport County | 0:1 | ||||
| Finale | 06.04.1997 | Leicester City | - | Middlesbrough FC | 1:1 n.V. | ||||
| Finale | 16.04.1997 | Leicester City | - | Middlesbrough FC | 1:0 n.V. |
Brasilien