2026/27 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
2010/11
1/16-finals
| 1 | Queen of South | Albion Rovers | 2 : 1 |
| 2 | Arbroath | Dunfermline | 0 : 1 |
| 3 | Stirling | Falkirk | 1 : 0 |
| 4 | Brechin | East Fife | 3 : 4 |
| 5 | Stenhousemuir | Annan | 3 : 2 |
| 6 | Alloa | Dundee FC | 1 : 2 |
| 7 | East Stirlingshire | Stranraer | 2 : 1 |
| 8 | Montrose | Peterhead | 0 : 5 |
| 9 | Partick Thistle | Clyde | 2 : 1 |
| 10 | Bye | Berwick | |
| 11 | Cowdenbeath | Raith | 1 : 0 |
| 12 | Airdrieonians | Ayr | 1 : 2 |
| 13 | Forfar Athletic | Bye | |
| 14 | Livingston | Queen's Park | 2 : 3 |
| 15 | Morton | Dumbarton | 1 : 0 |
| 16 | Elgin City | Ross County | 1 : 2 |
1/8-finals
| 1 | Queen of South | Dunfermline | 1 : 2 |
| 2 | Stirling | East Fife | 1 : 3 |
| 3 | Stenhousemuir | Dundee FC | 4 : 1 |
| 4 | East Stirlingshire | Peterhead | 1 : 6 |
| 5 | Partick Thistle | Berwick | 2 : 1 |
| 6 | Cowdenbeath | Ayr | 0 : 2 |
| 7 | Forfar Athletic | Queen's Park | 3 : 2 |
| 8 | Morton | Ross County | 1 : 3 |
Quarter-finals
| 1 | Queen of South | East Fife | 5 : 0 |
| 2 | Stenhousemuir | Peterhead | 1 : 3 |
| 3 | Partick Thistle | Ayr | 2 : 1 |
| 4 | Forfar Athletic | Ross County | 0 : 2 |
Semi-finals
| 1 | Queen of South | Peterhead | 2 : 1 |
| 2 | Partick Thistle | Ross County | 2 : 3 |
Final
| 1 | Queen of South | Ross County | 0 : 2 |
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