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Vòng Round 1
| 12/08 01:45 | Kelty Hearts  | vs |  Motherwell FC U21 |
| 12/08 01:45 | Montrose  | vs |  fraserburgh |
| 12/08 01:45 | Queen of South  | vs |  Cumbernauld Colts |
| 12/08 01:45 | Stirling Albion  | vs |  Cove Rangers |
| 12/08 01:45 | Clyde  | vs |  Saint Mirren U21 |
| 12/08 01:45 | Clydebank FC  | vs |  Hibernian FC U21 |
| 12/08 01:45 | Dumbarton  | vs |  Airdrie United |
| 12/08 01:45 | East Fife  | vs |  Spartans |
| 12/08 01:45 | East Kilbride  | vs |  Kilmarnock U21 |
| 12/08 01:45 | Alloa Athletic  | vs |  Stranraer |
| 12/08 01:45 | Edinburgh City  | vs |  Cowdenbeath |
| 12/08 01:45 | Banks o Dee  | vs |  Peterhead |
| 12/08 01:45 | Elgin City  | vs |  Ross County |
| 12/08 01:45 | Berwick Rangers  | vs |  Hearts (R) |
| 12/08 01:45 | Forfar Athletic  | vs |  Aberdeen U21 |
| 12/08 01:45 | Bonnyrigg Rose  | vs |  Annan Athletic |
| 12/08 01:45 | Formartine United  | vs |  Dundee U21 |
| 12/08 01:45 | Clachnacuddin  | vs |  Dundee United (R) |
| 12/08 01:45 | Gala Fairydean  | vs |  Glasgow Rangers U21 |
| 13/08 01:45 | Hamilton Academical  | vs |  Celtic B |
| 13/08 01:45 | Hamilton Academical | vs |  Celtic U21 |
| 26/08 01:45 | Bonnyrigg Rose | vs | Glasgow Rangers U21 |
| 26/08 01:45 | Peterhead | vs | Dundee U21 |
| 26/08 01:45 | Clachnacuddin | vs | Elgin City |
| 26/08 01:45 | Queen of South | vs | Hibernian FC U21 |
| 26/08 01:45 | Cumbernauld Colts | vs | Kilmarnock U21 |
| 26/08 01:45 | Ross County | vs | Banks o Dee |
| 26/08 01:45 | Dumbarton | vs | Celtic B |
| 26/08 01:45 | Spartans | vs | Hearts (R) |
| 26/08 01:45 | East Fife | vs | Saint Mirren U21 |
| 26/08 01:45 | Stranraer | vs | Gala Fairydean |
| 26/08 01:45 | Airdrie United | vs | Stirling Albion |
| 26/08 01:45 | Forfar Athletic | vs | Formartine United |
| 26/08 01:45 | Alloa Athletic | vs | Motherwell FC U21 |
| 26/08 01:45 | fraserburgh | vs | Aberdeen U21 |
| 26/08 01:45 | Annan Athletic | vs | Berwick Rangers |
| 26/08 01:45 | Hamilton Academical | vs | Edinburgh City |
| 26/08 01:45 | Cove Rangers | vs | Dundee United (R) |
| 26/08 01:45 | Kelty Hearts | vs | Clydebank FC |
| 26/08 01:45 | Cowdenbeath | vs | East Kilbride |
| 26/08 01:45 | Montrose | vs | Clyde |
| 26/08 01:45 | Dumbarton | vs | Celtic U21 |
| 09/09 01:45 | Clydebank FC | vs | Alloa Athletic |
| 09/09 01:45 | Peterhead | vs | Clachnacuddin |
| 09/09 01:45 | Cove Rangers | vs | Dumbarton |
| 09/09 01:45 | Ross County | vs | Aberdeen U21 |
| 09/09 01:45 | Cowdenbeath | vs | Kilmarnock U21 |
| 09/09 01:45 | Spartans | vs | Hamilton Academical |
| 09/09 01:45 | Cumbernauld Colts | vs | Kelty Hearts |
| 09/09 01:45 | Stirling Albion | vs | Glasgow Rangers U21 |
| 09/09 01:45 | East Kilbride | vs | Bonnyrigg Rose |
| 09/09 01:45 | Stranraer | vs | Celtic B |
| 09/09 01:45 | Airdrie United | vs | Saint Mirren U21 |
| 09/09 01:45 | Edinburgh City | vs | Queen of South |
| 09/09 01:45 | Annan Athletic | vs | Motherwell FC U21 |
| 09/09 01:45 | Elgin City | vs | fraserburgh |
| 09/09 01:45 | Banks o Dee | vs | Forfar Athletic |
| 09/09 01:45 | Formartine United | vs | Dundee United (R) |
| 09/09 01:45 | Berwick Rangers | vs | Hibernian FC U21 |
| 09/09 01:45 | Gala Fairydean | vs | Hearts (R) |
| 09/09 01:45 | Clyde | vs | East Fife |
| 09/09 01:45 | Montrose | vs | Dundee U21 |
| 23/09 01:45 | Clyde | vs | Glasgow Rangers U21 |
| 23/09 01:45 | Gala Fairydean | vs | Spartans |
| 23/09 01:45 | Clydebank FC | vs | Saint Mirren U21 |
| 23/09 01:45 | Kelty Hearts | vs | Hearts (R) |
| 23/09 01:45 | Dumbarton | vs | Kilmarnock U21 |
| 23/09 01:45 | Queen of South | vs | Annan Athletic |
| 23/09 01:45 | East Fife | vs | Motherwell FC U21 |
| 23/09 01:45 | Stirling Albion | vs | Cumbernauld Colts |
| 23/09 01:45 | East Kilbride | vs | Celtic B |
| 23/09 01:45 | Alloa Athletic | vs | Hibernian FC U21 |
| 23/09 01:45 | Edinburgh City | vs | Dundee United (R) |
| 23/09 01:45 | Banks o Dee | vs | Aberdeen U21 |
| 23/09 01:45 | Elgin City | vs | Dundee U21 |
| 23/09 01:45 | Berwick Rangers | vs | Stranraer |
| 23/09 01:45 | Forfar Athletic | vs | Peterhead |
| 23/09 01:45 | Bonnyrigg Rose | vs | Airdrie United |
| 23/09 01:45 | Formartine United | vs | Montrose |
| 23/09 01:45 | Clachnacuddin | vs | Ross County |
| 23/09 01:45 | fraserburgh | vs | Cove Rangers |
| 24/09 01:45 | Hamilton Academical | vs | Cowdenbeath |
| 26/09 21:00 | Cowdenbeath | vs | Clyde |
| 26/09 21:00 | Stranraer | vs | East Kilbride |
| 26/09 21:00 | Cumbernauld Colts | vs | Saint Mirren U21 |
| 26/09 21:00 | East Fife | vs | Clydebank FC |
| 26/09 21:00 | Forfar Athletic | vs | Dundee United (R) |
| 26/09 21:00 | Hamilton Academical | vs | Kilmarnock U21 |
| 26/09 21:00 | Airdrie United | vs | Berwick Rangers |
| 26/09 21:00 | Kelty Hearts | vs | Montrose |
| 26/09 21:00 | Alloa Athletic | vs | Gala Fairydean |
| 26/09 21:00 | Peterhead | vs | Elgin City |
| 26/09 21:00 | Annan Athletic | vs | Hibernian FC U21 |
| 26/09 21:00 | Queen of South | vs | Glasgow Rangers U21 |
| 26/09 21:00 | Bonnyrigg Rose | vs | Motherwell FC U21 |
| 26/09 21:00 | Ross County | vs | Hearts (R) |
| 26/09 21:00 | Cove Rangers | vs | Aberdeen U21 |
| 26/09 21:00 | Spartans | vs | Dundee U21 |
| 28/09 21:00 | Clachnacuddin | vs | Celtic B |
| 28/09 21:00 | Dumbarton | vs | Banks o Dee |
| 28/09 21:00 | Formartine United | vs | Edinburgh City |
| 28/09 21:00 | fraserburgh | vs | Stirling Albion |
| 14/10 01:45 | Peterhead | vs | Glasgow Rangers U21 |
| 14/10 01:45 | Ross County | vs | Forfar Athletic |
| 14/10 01:45 | Spartans | vs | Bonnyrigg Rose |
| 14/10 01:45 | Stirling Albion | vs | Hibernian FC U21 |
| 14/10 01:45 | Clydebank FC | vs | Dumbarton |
| 14/10 01:45 | Cove Rangers | vs | Formartine United |
| 14/10 01:45 | Cowdenbeath | vs | Celtic B |
| 14/10 01:45 | Cumbernauld Colts | vs | East Fife |
| 14/10 01:45 | Stranraer | vs | Kilmarnock U21 |
| 14/10 01:45 | East Kilbride | vs | Kelty Hearts |
| 14/10 01:45 | Airdrie United | vs | Hearts (R) |
| 14/10 01:45 | Edinburgh City | vs | Saint Mirren U21 |
| 14/10 01:45 | Annan Athletic | vs | Alloa Athletic |
| 14/10 01:45 | Elgin City | vs | Aberdeen U21 |
| 14/10 01:45 | Banks o Dee | vs | Motherwell FC U21 |
| 14/10 01:45 | fraserburgh | vs | Dundee U21 |
| 14/10 01:45 | Berwick Rangers | vs | Queen of South |
| 14/10 01:45 | Gala Fairydean | vs | Hamilton Academical |
| 14/10 01:45 | Clyde | vs | Clachnacuddin |
| 14/10 01:45 | Montrose | vs | Dundee United (R) |
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