| 1. Round | 19/08/1996 | Ipswich Town | - | AFC Bournemouth | 2:1 | ||||
| 1. Round | 02/09/1996 | AFC Bournemouth | - | Ipswich Town | 0:3 |  |
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| 2. Round | 16/09/1996 | Fulham FC | - | Ipswich Town | 1:1 | ||||
| 3. Round | 21/10/1996 | Ipswich Town | - | Crystal Palace | 4:1 | |
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| Round of 16 | 25/11/1996 | Ipswich Town | - | Gillingham FC | 1:0 |
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