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1/64-finals
1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2023/24
1/64-finals
| 1 | Ayr | Bye | |
| 4 | Bye | Falkirk | |
| 5 | Bala | Bye | |
| 8 | Bye | Queen's Park | |
| 9 | Annan | Bye | |
| 10 | Bye | Stranraer | |
| 11 | Brora Rangers | Aberdeen B | 1 : 2 |
| 12 | Bye | Peterhead | |
| 13 | Dundee Utd | Bye | |
| 16 | Bye | Dunfermline | |
| 17 | Brechin | Hearts B | 3 : 2 |
| 18 | Hibernian B | Formartine Utd | 2 : 1 |
| 20 | Bye | TNS | |
| 21 | Dundee FC B | Buckie Thistle | 4 : 0 |
| 22 | Bye | East Fife | |
| 23 | St. Mirren B | Albion Rovers | 2 : 3 |
| 24 | Tranent | Motherwell B | 1 : 0 |
| 25 | Partick Thistle | Bye | |
| 28 | Bye | Queen of South | |
| 29 | Arbroath | Bye | |
| 32 | Bye | Inverness | |
| 33 | Edinburgh City | Bye | |
| 35 | Stirling | Bye | |
| 36 | Celtic B | East Kilbride | 1 : 3 |
| 37 | Coleraine | Bye | |
| 40 | Bye | Hamilton | |
| 41 | Raith | Bye | |
| 44 | Bye | Cliftonville | |
| 45 | Cove Rangers | Bye | |
| 48 | Bye | Montrose | |
| 49 | Morton | Bye | |
| 51 | Elgin City | St Johnstone B | 2 : 0 |
| 52 | Bye | Forfar Athletic | |
| 53 | Kilmarnock B | Bonnyrigg Rose | 3 : 1 |
| 54 | Bye | Dumbarton | |
| 56 | Bye | Kelty Hearts | |
| 57 | Stenhousemuir | Bye | |
| 58 | Spartans | Rangers B | 0 : 3 |
| 60 | Bye | Alloa | |
| 61 | Clyde | Bye | |
| 62 | Stirling University | Livingston B | 4 : 0 |
| 64 | Bye | Airdrieonians |
1/32-finals
| 1 | Ayr | Bye | |
| 2 | Bye | Falkirk | |
| 3 | Bala | Bye | |
| 4 | Bye | Queen's Park | |
| 5 | Annan | Stranraer | 3 : 1 |
| 6 | Aberdeen B | Peterhead | 3 : 5 |
| 7 | Dundee Utd | Bye | |
| 8 | Bye | Dunfermline | |
| 9 | Brechin | Hibernian B | 0 : 4 |
| 10 | Bye | TNS | |
| 11 | Dundee FC B | East Fife | 0 : 1 |
| 12 | Albion Rovers | Tranent | 2 : 0 |
| 13 | Partick Thistle | Bye | |
| 14 | Bye | Queen of South | |
| 15 | Arbroath | Bye | |
| 16 | Bye | Inverness | |
| 17 | Edinburgh City | Bye | |
| 18 | Stirling | East Kilbride | 0 : 3 |
| 19 | Coleraine | Bye | |
| 20 | Bye | Hamilton | |
| 21 | Raith | Bye | |
| 22 | Bye | Cliftonville | |
| 23 | Cove Rangers | Bye | |
| 24 | Bye | Montrose | |
| 25 | Morton | Bye | |
| 26 | Elgin City | Forfar Athletic | 1 : 0 |
| 27 | Kilmarnock B | Dumbarton | 1 : 2 |
| 28 | Bye | Kelty Hearts | |
| 29 | Stenhousemuir | Rangers B | 1 : 2 |
| 30 | Bye | Alloa | |
| 31 | Clyde | Stirling University | 1 : 3 |
| 32 | Bye | Airdrieonians |
1/16-finals
| 1 | Ayr | Falkirk | 0 : 1 |
| 2 | Bala | Queen's Park | 0 : 3 |
| 3 | Annan | Peterhead | 0 : 2 |
| 4 | Dundee Utd | Dunfermline | 3 : 0 |
| 5 | Hibernian B | TNS | 0 : 3 |
| 6 | East Fife | Albion Rovers | 2 : 1 |
| 7 | Partick Thistle | Queen of South | 2 : 3 |
| 8 | Arbroath | Inverness | 4 : 2 |
| 9 | Edinburgh City | East Kilbride | 1 : 4 |
| 10 | Coleraine | Hamilton | 1 : 3 |
| 11 | Raith | Cliftonville | 3 : 0 |
| 12 | Cove Rangers | Montrose | 0 : 2 |
| 13 | Morton | Elgin City | 2 : 1 |
| 14 | Dumbarton | Kelty Hearts | 1 : 3 |
| 15 | Rangers B | Alloa | 4 : 1 |
| 16 | Stirling University | Airdrieonians | 2 : 3 |
1/8-finals
| 1 | Falkirk | Queen's Park | 1 : 0 |
| 2 | Peterhead | Dundee Utd | 0 : 2 |
| 3 | TNS | East Fife | 3 : 2 |
| 4 | Queen of South | Arbroath | 1 : 2 |
| 5 | East Kilbride | Hamilton | 2 : 5 |
| 6 | Raith | Montrose | 3 : 1 |
| 7 | Morton | Kelty Hearts | 4 : 1 |
| 8 | Rangers B | Airdrieonians | 2 : 4 |
Quarter-finals
| 1 | Falkirk | Dundee Utd | 4 : 2 |
| 2 | TNS | Arbroath | 4 : 1 |
| 3 | Hamilton | Raith | 1 : 4 |
| 4 | Morton | Airdrieonians | 0 : 1 |
Semi-finals
| 1 | Falkirk | TNS | 0 : 1 |
| 2 | Raith | Airdrieonians | 0 : 1 |
Final
| 1 | TNS | Airdrieonians | 1 : 2 |
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