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| 1st(1st leg) | Paide Linnameeskond | - | Pärnu JK Vaprus | 2:1 | ||
| 2nd (2nd leg) | Pärnu JK Vaprus | - | Paide Linnameeskond | 4:3 | ||
| 1st(1st leg): 20/11/2008 15:00 | 2nd (2nd leg): 23/11/2008 | Winner: Paide Linnameeskond | ||||
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| 1st(1st leg) | Paide Linnameeskond | - | Pärnu JK Vaprus | 2:1 | ||
| 2nd (2nd leg) | Pärnu JK Vaprus | - | Paide Linnameeskond | 4:3 | ||
| 1st(1st leg): 20/11/2008 15:00 | 2nd (2nd leg): 23/11/2008 | Winner: Paide Linnameeskond | ||||
