| 22. Round | 06/12/1996 | Barnsley FC | - | Southend United | 3:0 |  |
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| 23. Round | 13/12/1996 | Queens Park Rangers | - | Southend United | 4:0 | |
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| 24. Round | 19/12/1996 | Southend United | - | Birmingham City | 1:1 | ||||
| 25. Round | 25/12/1996 | Southend United | - | Charlton Athletic | 0:2 |
England