Draw
Play Offs1/16-finals
| 1 | Arbroath | Kelty Hearts | 3 : 2 |
| 2 | Elgin City | East Fife | 2 : 3 |
| 3 | Alloa | Airdrieonians | 2 : 3 |
| 4 | Montrose | Spartans | 2 : 1 |
| 5 | Queen's Park | Clyde | 2 : 1 |
| 6 | Forfar Athletic | Edinburgh City | 2 : 1 |
| 7 | Raith | Hamilton | 5 : 2 |
| 8 | Queen of South | Dunfermline | 4 : 3 |
| 9 | Hearts B | St Johnstone | 0 : 1 |
| 10 | Ross County | Celtic B | 4 : 0 |
| 11 | Ayr | Peterhead | 2 : 1 |
| 12 | East Kilbride | Stranraer | 1 : 4 |
| 13 | Cove Rangers | Partick Thistle | 1 : 2 |
| 14 | Dumbarton | Inverness | 0 : 9 |
| 15 | Stirling | Morton | 3 : 2 |
| 16 | Stenhousemuir | Annan | 2 : 0 |
1/8-finals
| 1 | Arbroath | East Fife | 3 : 0 |
| 2 | Airdrieonians | Montrose | 3 : 1 |
| 3 | Queen's Park | Forfar Athletic | 2 : 0 |
| 4 | Raith | Queen of South | 1 : 0 |
| 5 | St Johnstone | Ross County | 2 : 0 |
| 6 | Ayr | Stranraer | 4 : 1 |
| 7 | Partick Thistle | Inverness | 3 : 4 |
| 8 | Stirling | Stenhousemuir | 1 : 2 |
Quarter-finals
| 1 | Arbroath | Airdrieonians | |
| 2 | Queen's Park | Raith | |
| 3 | St Johnstone | Ayr | |
| 4 | Inverness | Stenhousemuir |
Semi-finals
| 1 | TBD #1 | TBD #2 | |
| 2 | TBD #3 | TBD #4 |
Final
| 1 | TBD #1 | TBD #2 |
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