| 1. Round | 22/08/2006 | AFC Bournemouth | - | Southend United | 1:3 | ||||
| 2. Round | 19/09/2006 | Southend United | - | Brighton & Hove Albion | 3:2 | ||||
| 3. Round | 24/10/2006 | Leeds United | - | Southend United | 1:3 | ||||
| Round of 16 | 07/11/2006 | Southend United | - | Manchester United | 1:0 |  |
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| Quarter-finals | 20/12/2006 | Tottenham Hotspur | - | Southend United | 1:0 aet |
England