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
2004/05
1/16-finals
| 1 | Falkirk | Ayr | 3 : 0 |
| 2 | Dumbarton | Stirling | 1 : 2 |
| 3 | Cowdenbeath | East Fife | 1 : 0 |
| 4 | Montrose | Gretna | 0 : 3 |
| 5 | Berwick | East Stirlingshire | 2 : 1 |
| 6 | Elgin City | Alloa | 0 : 2 |
| 7 | Queen of South | Airdrieonians | 2 : 0 |
| 8 | Hamilton | St Johnstone | 0 : 2 |
| 9 | Forfar Athletic | Morton | 3 : 1 |
| 10 | Stenhousemuir | Queen's Park | 0 : 1 |
| 11 | Stranraer | Bye | |
| 12 | Bye | Clyde | |
| 13 | Partick Thistle | Brechin | 3 : 0 |
| 14 | Raith | Albion Rovers | 0 : 2 |
| 15 | Peterhead | Arbroath | 4 : 2 |
| 16 | St. Mirren | Ross County | 1 : 2 |
1/8-finals
| 1 | Falkirk | Stirling | 5 : 3 |
| 2 | Cowdenbeath | Gretna | 0 : 1 |
| 3 | Berwick | Alloa | 2 : 1 |
| 4 | Queen of South | St Johnstone | 0 : 3 |
| 5 | Forfar Athletic | Queen's Park | 1 : 1 |
| 6 | Stranraer | Clyde | 0 : 1 |
| 7 | Partick Thistle | Albion Rovers | 2 : 1 |
| 8 | Peterhead | Ross County | 1 : 2 |
Quarter-finals
| 1 | Falkirk | Gretna | 3 : 0 |
| 2 | Berwick | St Johnstone | 0 : 1 |
| 3 | Forfar Athletic | Clyde | 2 : 1 |
| 4 | Partick Thistle | Ross County | 1 : 2 |
Semi-finals
| 1 | Falkirk | St Johnstone | 2 : 1 |
| 2 | Forfar Athletic | Ross County | 2 : 5 |
Final
| 1 | Falkirk | Ross County | 2 : 1 |
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