1. Round | 08/08/2009 | Ross County FC | - | Airdrie United FC | 2:1 | ||||
6. Round | 19/09/2009 | Airdrie United FC | - | Inverness CT | 1:1 | ||||
13. Round | 07/11/2009 | Dundee FC | - | Airdrie United FC | 2:1 | ||||
15. Round | 21/11/2009 | Airdrie United FC | - | Greenock Morton FC | 2:4 | ||||
17. Round | 12/12/2009 | Airdrie United FC | - | Partick Thistle | 2:5 | ||||
28. Round | 13/03/2010 | Airdrie United FC | - | Ayr United | 1:1 | ||||
25. Round | 14/04/2010 | Airdrie United FC | - | Raith Rovers | 3:0 | ||||
21. Round | 21/04/2010 | Ayr United | - | Airdrie United FC | 1:4 |