| 1. Round | 07/11/2009 | Oldham Athletic | - | Leeds United | 0:2 | ||||
| 2. Round | 29/11/2009 | Kettering Town | - | Leeds United | 1:1 | ||||
| 2. Round | 08/12/2009 | Leeds United | - | Kettering Town | 5:1 aet |  |
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| 3. Round | 03/01/2010 | Manchester United | - | Leeds United | 0:1 | ||||
| 4. Round | 23/01/2010 | Tottenham Hotspur | - | Leeds United | 2:2 | ||||
| 4. Round | 03/02/2010 | Leeds United | - | Tottenham Hotspur | 1:3 |
Scotland
