9. Round | 10/10/2009 | Airdrie United FC | - | Raith Rovers | 1:2 | ![]() |
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12. Round | 31/10/2009 | Airdrie United FC | - | Ayr United | 3:1 | ![]() |
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18. Round | 19/12/2009 | Ross County FC | - | Airdrie United FC | 5:3 | ![]() |
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23. Round | 17/03/2010 | Greenock Morton FC | - | Airdrie United FC | 2:1 | ![]() |
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29. Round | 20/03/2010 | Dundee FC | - | Airdrie United FC | 0:3 | ![]() |