| 1. Ronde | 07.03.2009 | JK Narva Trans | - | Paide Linnameeskond | 3:0 |  |
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| 4. Ronde | 21.03.2009 | JK Tallinna Kalev | - | JK Narva Trans | 2:4 | |
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| 9. Ronde | 02.05.2009 | JK Narva Trans | - | JK Sillamäe Kalev | 1:2 | |
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| 14. Ronde | 30.05.2009 | Tulevik Viljandi | - | JK Narva Trans | 1:2 | |
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| 17. Ronde | 20.06.2009 | JK Narva Trans | - | FC Kuressaare | 2:0 | |
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| 18. Ronde | 28.07.2009 | Paide Linnameeskond | - | JK Narva Trans | 0:5 | |
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| 28. Ronde | 19.09.2009 | Paide Linnameeskond | - | JK Narva Trans | 1:1 | |
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| 29. Ronde | 26.09.2009 | JK Narva Trans | - | FC Kuressaare | 10:0 | |
Estland