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1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2021/22
1/32-finals
| 1 | Hamilton | Bye | |
| 2 | Edinburgh City | Hearts B | 0 : 1 |
| 3 | Brora Rangers | Aberdeen B | 0 : 1 |
| 4 | Bye | Arbroath | |
| 5 | Kilmarnock | Bye | |
| 6 | Falkirk | East Kilbride | 3 : 0 |
| 7 | Airdrieonians | Bye | |
| 8 | Queen's Park | Bonnyrigg Rose | 2 : 1 |
| 9 | Hibernian B | Elgin City | 1 : 2 |
| 10 | Bye | Dunfermline | |
| 11 | Inverness | Bye | |
| 12 | Brechin | Buckie Thistle | 1 : 3 |
| 13 | Raith | Bye | |
| 14 | Forfar Athletic | Formartine Utd | 1 : 0 |
| 15 | Dundee FC B | Peterhead | 1 : 2 |
| 16 | East Fife | St Johnstone B | 1 : 0 |
| 17 | Cove Rangers | Bye | |
| 18 | Stenhousemuir | Dundee Utd 2 | 3 : 0 |
| 19 | Livingston B | Albion Rovers (WO.) | |
| 20 | St. Mirren B | Kelty Hearts | 2 : 1 |
| 21 | Fraserburgh | Cowdenbeath | 0 : 1 |
| 22 | Bye | Alloa | |
| 23 | Dumbarton | Rangers B | 2 : 3 |
| 24 | Bye | Ayr | |
| 25 | Queen of South | Bye | |
| 26 | Broomhill | Clyde | 1 : 0 |
| 27 | Stranraer (WO.) | Motherwell B | |
| 28 | Bye | Partick Thistle | |
| 29 | Montrose | Bye | |
| 30 | Ross County 2 | Stirling (WO.) | |
| 31 | Celtic B | Annan | 2 : 0 |
| 32 | Bye | Morton |
1/16-finals
| 1 | Hamilton | Hearts B | 3 : 2 |
| 2 | Aberdeen B | Arbroath | 2 : 1 |
| 3 | Kilmarnock | Falkirk | 3 : 1 |
| 4 | Airdrieonians | Queen's Park | 1 : 2 |
| 5 | Elgin City | Dunfermline | 3 : 0 |
| 6 | Inverness | Buckie Thistle | 4 : 0 |
| 7 | Raith | Forfar Athletic | 1 : 0 |
| 8 | Peterhead | East Fife | 0 : 1 |
| 9 | Cove Rangers | Stenhousemuir | 1 : 0 |
| 10 | Albion Rovers | St. Mirren B | 6 : 0 |
| 11 | Cowdenbeath | Alloa | 0 : 2 |
| 12 | Rangers B | Ayr | 3 : 0 |
| 13 | Queen of South | Broomhill | 3 : 0 |
| 14 | Stranraer | Partick Thistle | 0 : 2 |
| 15 | Montrose | Stirling | 1 : 0 |
| 16 | Celtic B | Morton | 1 : 3 |
1/8-finals
| 1 | Hamilton | Aberdeen B | 2 : 0 |
| 2 | Kilmarnock | Queen's Park | 3 : 1 |
| 3 | Elgin City | Inverness | 2 : 4 |
| 4 | Raith | East Fife | 3 : 1 |
| 5 | Cove Rangers | Albion Rovers | 4 : 1 |
| 6 | Alloa | Rangers B | 2 : 3 |
| 7 | Queen of South | Partick Thistle | 2 : 0 |
| 8 | Montrose | Morton | 0 : 1 |
Quarter-finals
| 1 | Hamilton | Kilmarnock | 2 : 3 |
| 2 | Inverness | Raith | 0 : 1 |
| 3 | Cove Rangers | Rangers B | 5 : 1 |
| 4 | Queen of South | Morton | 2 : 1 |
Semi-finals
| 1 | Kilmarnock | Raith | 1 : 2 |
| 2 | Cove Rangers | Queen of South | 0 : 1 |
Final
| 1 | Raith | Queen of South | 3 : 1 |
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