|No matches in July 2009 - found first matches after that month|
|Saturday 1st August 2009|
|Airdrie United||0-0||Alloa Athletic||aet|
|(Alloa Athletic won on penalties)|
|Brechin City||4-0||Elgin City|
|East Fife||2-3||Raith Rovers|
|Inverness CT||4-0||Annan Athletic|
|Partick Thistle||5-1||Berwick Rangers|
|Queen's Park||1-4||Queen of the South|
|Stirling Albion||1-2||Ayr United||aet|
» Scottish League Cup 2009-2010 : Results
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