1. Round
26/07/2008 15:00 Alloa Athletic - Dundee FC 2:1
15:00 Arbroath FC - Forfar Athletic 1:2
15:00 Brechin City FC - East Fife FC 0:1
15:00 Dunfermline Athletic - Stirling Albion FC 3:0
15:00 Elgin City - Cowdenbeath FC 0:2
15:00 Peterhead FC - Montrose FC 6:0
15:00 Ross County FC - St. Johnstone FC 2:1
15:00 Airdrie United FC - Dumbarton FC 3:2
15:00 Berwick Rangers - Queen Of The South 1:5
15:00 Clyde FC - Annan Athletic 2:0
15:00 Livingston FC - Stranraer FC 4:0
15:00 Partick Thistle - Queen's Park FC 2:1
15:00 Stenhousemuir FC - Albion Rovers 0:1
27/07/2008 15:00 East Stirlingshire FC - Ayr United 2:1
2. Round
12/08/2008 19:30 Partick Thistle - Peterhead FC 4:2 aet
19:45 Alloa Athletic - Clyde FC 0:2
19:45 Cowdenbeath FC - Albion Rovers 3:2
19:45 Livingston FC - Forfar Athletic 1:0
19:45 Raith Rovers - Ross County FC 1:2
13/08/2008 19:30 East Stirlingshire FC - Greenock Morton FC 0:3
19:45 East Fife FC - Airdrie United FC 0:3
20/08/2008 19:45 Dunfermline Athletic - Queen Of The South 0:2
Quarter-finals
07/09/2008 15:00 Clyde FC - Ross County FC 0:1
15:00 Cowdenbeath FC - Airdrie United FC 1:2
15:00 Queen Of The South - Greenock Morton FC 0:2
15:00 Livingston FC - Partick Thistle 0:2
Semi-finals
12/10/2008 14:00 Partick Thistle - Airdrie United FC 0:1
15:00 Ross County FC - Greenock Morton FC 4:1
Final
16/11/2008 15:00 Airdrie United FC - Ross County FC 3:2 pso
Challenge Cup
Challenge Cup

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