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
1/64-finals
1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2022/23
1/64-finals
| 1 | Falkirk | Bye | |
| 4 | Bye | Partick Thistle | |
| 5 | TNS | Bye | |
| 8 | Bye | Dundee FC | |
| 9 | Arbroath | Bye | |
| 11 | East Fife | Bye | |
| 12 | Fraserburgh | St Johnstone B | 0 : 2 |
| 13 | Dunfermline | Bye | |
| 15 | Albion Rovers | Celtic B | 2 : 3 |
| 16 | Bonnyrigg Rose | Livingston B | 0 : 1 |
| 17 | Cliftonville | Bye | |
| 20 | Bye | Queen's Park | |
| 21 | Montrose | Bye | |
| 23 | Kilmarnock B | Cowdenbeath | 3 : 0 |
| 24 | St. Mirren B | East Stirlingshire | 0 : 1 |
| 25 | Cove Rangers | Bye | |
| 28 | Bye | Raith | |
| 29 | Morton | Bye | |
| 32 | Bye | Ayr | |
| 33 | Spartans | Rangers B | 0 : 1 |
| 34 | Bye | Dumbarton | |
| 36 | Bye | Hamilton | |
| 37 | Inverness | Bye | |
| 39 | Hibernian B | Brechin | 1 : 2 |
| 40 | Bye | Stirling | |
| 41 | Peterhead | Bye | |
| 43 | Elgin City | Dundee Utd 2 | 1 : 0 |
| 44 | Bye | Stenhousemuir | |
| 45 | Clyde | Bye | |
| 48 | Bye | Caernarfon | |
| 49 | Alloa | Bye | |
| 52 | Bye | Airdrieonians | |
| 53 | Queen of South | Bye | |
| 55 | Edinburgh City | Bye | |
| 56 | Bye | Stranraer | |
| 57 | Motherwell B | East Kilbride | 1 : 2 |
| 58 | Bye | Annan | |
| 59 | Forfar Athletic | Bye | |
| 60 | Bye | Kelty Hearts | |
| 61 | Hearts B | Buckie Thistle | 2 : 3 |
| 62 | Brora Rangers | Aberdeen B | 2 : 0 |
| 64 | Bye | Linfield |
1/32-finals
| 1 | Falkirk | Bye | |
| 2 | Bye | Partick Thistle | |
| 3 | TNS | Bye | |
| 4 | Bye | Dundee FC | |
| 5 | Arbroath | Bye | |
| 6 | East Fife | St Johnstone B | 4 : 0 |
| 7 | Dunfermline | Bye | |
| 8 | Celtic B | Livingston B | 3 : 0 |
| 9 | Cliftonville | Bye | |
| 10 | Bye | Queen's Park | |
| 11 | Montrose | Bye | |
| 12 | Kilmarnock B | East Stirlingshire | 5 : 2 |
| 13 | Cove Rangers | Bye | |
| 14 | Bye | Raith | |
| 15 | Morton | Bye | |
| 16 | Bye | Ayr | |
| 17 | Rangers B | Dumbarton | 7 : 0 |
| 18 | Bye | Hamilton | |
| 19 | Inverness | Bye | |
| 20 | Brechin | Stirling | 2 : 1 |
| 21 | Peterhead | Bye | |
| 22 | Elgin City | Stenhousemuir | 3 : 1 |
| 23 | Clyde | Bye | |
| 24 | Bye | Caernarfon | |
| 25 | Alloa | Bye | |
| 26 | Bye | Airdrieonians | |
| 27 | Queen of South | Bye | |
| 28 | Edinburgh City | Stranraer | 3 : 2 |
| 29 | East Kilbride | Annan | 1 : 2 |
| 30 | Forfar Athletic | Kelty Hearts | 1 : 2 |
| 31 | Buckie Thistle | Brora Rangers | 2 : 1 |
| 32 | Bye | Linfield |
1/16-finals
| 1 | Falkirk | Partick Thistle | 2 : 0 |
| 2 | TNS | Dundee FC | 0 : 3 |
| 3 | Arbroath | East Fife | 2 : 1 |
| 4 | Dunfermline | Celtic B | 2 : 1 |
| 5 | Cliftonville | Queen's Park | 2 : 3 |
| 6 | Montrose | Kilmarnock B | 4 : 2 |
| 7 | Cove Rangers | Raith | 0 : 1 |
| 8 | Morton | Ayr | 2 : 1 |
| 9 | Rangers B | Hamilton | 0 : 3 |
| 10 | Inverness | Brechin | 4 : 3 |
| 11 | Peterhead | Elgin City | 0 : 4 |
| 12 | Clyde | Caernarfon | 1 : 0 |
| 13 | Alloa | Airdrieonians | 1 : 0 |
| 14 | Queen of South | Edinburgh City | 4 : 0 |
| 15 | Annan | Kelty Hearts | 1 : 2 |
| 16 | Buckie Thistle | Linfield | 1 : 2 |
1/8-finals
| 1 | Falkirk | Dundee FC | 0 : 3 |
| 2 | Arbroath | Dunfermline | 1 : 5 |
| 3 | Queen's Park | Montrose | 2 : 0 |
| 4 | Raith | Morton | 2 : 1 |
| 5 | Hamilton | Inverness | 2 : 0 |
| 6 | Elgin City | Clyde | 0 : 1 |
| 7 | Alloa | Queen of South | 2 : 4 |
| 8 | Kelty Hearts | Linfield | 2 : 1 |
Quarter-finals
| 1 | Dundee FC | Dunfermline | 4 : 2 |
| 2 | Queen's Park | Raith | 0 : 1 |
| 3 | Hamilton | Clyde | 3 : 2 |
| 4 | Queen of South | Kelty Hearts | 1 : 0 |
Semi-finals
| 1 | Dundee FC | Raith | 2 : 3 |
| 2 | Hamilton | Queen of South | 2 : 1 |
Final
| 1 | Raith | Hamilton | 0 : 1 |
Social Media