2025/26 2024/25 2023/24 2022/23 2021/22 2019/20 2018/19 2017/18 2016/17 2015/16 2014/15 2013/14 2012/13 2011/12 2010/11 2009/10 2008/09 2007/08 2006/07 2005/06 2004/05
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2007/08
1/16-finals
| 1 | Dunfermline | Bye | |
| 2 | Queen of South | Clyde | 0 : 1 |
| 3 | Arbroath | Alloa | 2 : 0 |
| 4 | Stenhousemuir | Airdrieonians | 1 : 3 |
| 5 | Partick Thistle | Bye | |
| 6 | Albion Rovers | Berwick | 1 : 2 |
| 7 | Forfar Athletic | East Fife | 3 : 2 |
| 8 | Hamilton | Ayr | 1 : 2 |
| 9 | Morton | Livingston | 1 : 0 |
| 10 | Cowdenbeath | Peterhead | 0 : 1 |
| 11 | Queen's Park | Stranraer | 1 : 0 |
| 12 | Dumbarton | East Stirlingshire | 2 : 4 |
| 13 | Brechin | Elgin City | 4 : 1 |
| 14 | Stirling | Montrose | 1 : 5 |
| 15 | Ross County | Dundee FC | 2 : 1 |
| 16 | Raith | St Johnstone | 1 : 2 |
1/8-finals
| 1 | Dunfermline | Clyde | 4 : 1 |
| 2 | Arbroath | Airdrieonians | 1 : 5 |
| 3 | Partick Thistle | Berwick | 3 : 1 |
| 4 | Forfar Athletic | Ayr | 0 : 2 |
| 5 | Morton | Peterhead | 1 : 0 |
| 6 | Queen's Park | East Stirlingshire | 0 : 1 |
| 7 | Brechin | Montrose | 2 : 1 |
| 8 | Ross County | St Johnstone | 0 : 2 |
Quarter-finals
| 1 | Dunfermline | Airdrieonians | 2 : 0 |
| 2 | Partick Thistle | Ayr | 1 : 2 |
| 3 | Morton | East Stirlingshire | 4 : 0 |
| 4 | Brechin | St Johnstone | 1 : 4 |
Semi-finals
| 1 | Dunfermline | Ayr | 1 : 0 |
| 2 | Morton | St Johnstone | 1 : 3 |
Final
| 1 | Dunfermline | St Johnstone | 2 : 3 |
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