The previous winner was Airdrie United, who defeated Ross County 3–2 on penalties after a 2–2 draw in the 2008 final.
The final was contested by Dundee and Inverness Caledonian Thistle at McDiarmid Park, Perth on Sunday 22 November 2009.
[3] Source: BBC Sport East Stirlingshire received a random bye to the second round.
[3] Source: BBC Sport The second round draw was conducted on 28 July 2009 at Hampden Park, Glasgow.
[4] Source: BBC Sport The quarter-final draw was conducted on 20 August 2009 at Hampden Park.