| 2. Ronde | 15.08.2009 | Raith Rovers | - | Dundee FC | 2:2 |  |
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| 3. Ronde | 22.08.2009 | Dundee FC | - | Inverness CT | 2:2 | |
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| 9. Ronde | 10.10.2009 | Dundee FC | - | Partick Thistle | 2:0 | |
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| 12. Ronde | 31.10.2009 | Dunfermline Athletic | - | Dundee FC | 1:1 | |
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| 15. Ronde | 01.12.2009 | Ross County FC | - | Dundee FC | 0:1 | |
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| 16. Ronde | 05.12.2009 | Partick Thistle | - | Dundee FC | 0:2 | |
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| 17. Ronde | 12.12.2009 | Dundee FC | - | Ayr United | 3:1 | |
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| 18. Ronde | 19.12.2009 | Dundee FC | - | Greenock Morton FC | 3:1 | |
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| 19. Ronde | 26.12.2009 | Inverness CT | - | Dundee FC | 1:1 |  |
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| 27. Ronde | 06.03.2010 | Dundee FC | - | Inverness CT | 2:2 | |
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| 24. Ronde | 17.03.2010 | Ayr United | - | Dundee FC | 1:1 | |
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| 28. Ronde | 30.03.2010 | Dunfermline Athletic | - | Dundee FC | 2:1 | |
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| 34. Ronde | 17.04.2010 | Greenock Morton FC | - | Dundee FC | 2:2 | |
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| 35. Ronde | 24.04.2010 | Dundee FC | - | Raith Rovers | 2:0 | |
Schotland