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| Sep 27 • 20:30 | Tynecastle FC |  | - | | Hill of Beath Hawthorn | 2 | : | 3 |
| Sep 27 • 20:45 | Dalkeith Thistle |  | - |  | Broxburn Athletic | 0 | : | 4 |
| Sep 28 • 16:00 | Forres Mechanics | | - |  | Jeanfield Swifts | 1 | : | 2 |
| Sep 28 • 16:00 | Stirling University |  | - | | Caledonian Braves | 0 | : | 2 |
| Sep 28 • 16:00 | Brechin City |  | - |  | Newtongrange Star | 1 | : | 0 |
| Sep 28 • 16:00 | Clachnacuddin FC |  | - | | Nairn County | 3 | : | 1 |
| Sep 28 • 16:00 | Linlithgow Rose | | - | | Lossiemouth FC | 3 | : | 1 |
| Sep 28 • 16:00 | Musselburgh Athletic |  | - |  | Darvel FC | 1 | : | 0 |
| Sep 28 • 16:00 | Gala Fairydean Rovers | | - |  | Banks O'Dee | 0 | : | 1 |
| Sep 28 • 16:00 | Broomhill FC |  | - |  | Turriff United | 0 | : | 1 |
| Sep 28 • 16:00 | Cowdenbeath FC | | - |  | Rutherglen Glencairn | 3 | : | 2 |
| Sep 28 • 16:00 | East Stirlingshire FC | | - |  | Lochee United | 2 | : | 3 |
| Sep 28 • 16:00 | Cumbernauld Colts | | - |  | Civil Service Strollers | 0 | : | 2 |
| Sep 28 • 16:00 | Strathspey Thistle |  | - |  | Sauchie Juniors | 0 | : | 6 |
| Sep 28 • 16:00 | Formartine United | | - |  | Whitehill Welfare | 2 | : | 0 |
| Sep 28 • 16:00 | Fraserburgh FC | | - | | Rothes FC | 8 | : | 0 |
| Sep 28 • 16:00 | Threave Rovers |  | - |  | Vale of Leithen FC | 6 | : | 1 |
| Sep 28 • 16:00 | Brora Rangers |  | - |  | Cumnock Juniors | 2 | : | 1 |
| Sep 28 • 16:00 | Buckie Thistle | | - |  | Carluke Rovers | 2 | : | 1 |
| Sep 28 • 16:00 | Burntisland Shipyard |  | - |  | Irvine Meadow | 1 | : | 4 |
| Sep 28 • 16:00 | Dundonald Bluebell |  | - | | Inverurie Loco Works | 1 | : | 1 |
| Sep 28 • 16:00 | Keith FC | | - |  | Camelon Juniors | 1 | : | 1 |
| Sep 28 • 16:00 | Huntly FC | | - |  | Wick Academy | 2 | : | 1 |
| Sep 28 • 16:00 | Clydebank FC |  | - | | Girvan FC | 3 | : | 1 |
| Sep 28 • 16:00 | Dunbar United |  | - |  | Bo'ness Athletic | 1 | : | 4 |
| Sep 28 • 16:00 | East Kilbride FC | | - | | Gretna FC 2008 | 2 | : | 0 |
| Sep 28 • 16:00 | Albion Rovers |  | - |  | Auchinleck Talbot | 1 | : | 2 |
| Sep 28 • 16:00 | Dundee North End |  | - |  | Tranent FC | 4 | : | 0 |
| Sep 28 • 16:00 | Berwick Rangers |  | - |  | Cupar Hearts | 4 | : | 2 |
| Sep 28 • 16:00 | Deveronvale FC | | - |  | Bo'ness United | 2 | : | 4 |
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| Oct 25 • 20:45 | Threave Rovers | | - |  | Stranraer FC | 2 | : | 3 |
| Oct 26 • 16:00 | Musselburgh Athletic | | - | | Caledonian Braves | 2 | : | 1 |
| Oct 26 • 16:00 | Sauchie Juniors | | - | | Buckie Thistle | 0 | : | 2 |
| Oct 26 • 16:00 | Fraserburgh FC | | - | | Turriff United | 3 | : | 1 |
| Oct 26 • 16:00 | The Spartans FC |  | - | | Cowdenbeath FC | 1 | : | 2 |
| Oct 26 • 16:00 | Forfar Athletic | | - | | Berwick Rangers | 1 | : | 0 |
| Oct 26 • 16:00 | Keith FC | | - | | Clydebank FC | 0 | : | 3 |
| Oct 26 • 16:00 | Peterhead FC |  | - | | Lochee United | 6 | : | 3 |
| Oct 26 • 16:00 | Elgin City | | - |  | Clyde FC | 1 | : | 1 |
| Oct 26 • 16:00 | Irvine Meadow | | - | | Civil Service Strollers | 3 | : | 0 |
| Oct 26 • 16:00 | Inverurie Loco Works | | - | | Dundee North End | 1 | : | 3 |
| Oct 26 • 16:00 | Hill of Beath Hawthorn | | - | | Bo'ness United | 0 | : | 2 |
| Oct 26 • 16:00 | Brechin City | | - | | Huntly FC | 3 | : | 2 |
| Oct 26 • 16:00 | Jeanfield Swifts | | - | | Edinburgh City | 1 | : | 1 |
| Oct 26 • 16:00 | Stirling Albion | | - | | Bo'ness Athletic | 6 | : | 0 |
| Oct 26 • 16:00 | Auchinleck Talbot | | - | | Broxburn Athletic | 0 | : | 1 |
| Oct 26 • 16:00 | Linlithgow Rose | | - | | Clachnacuddin FC | 3 | : | 0 |
| Oct 26 • 16:00 | East Fife FC |  | - | | Banks O'Dee | 0 | : | 1 |
| Oct 26 • 16:00 | East Kilbride FC | | - |  | Bonnyrigg Rose FC | 3 | : | 1 |
| Oct 26 • 16:00 | Brora Rangers | | - | | Formartine United | 2 | : | 1 |
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| Nov 29 • 20:45 | Dumbarton FC | | - |  | Alloa Athletic | 3 | : | 2 |
| Nov 30 • 16:00 | Stranraer FC | | - | | Broxburn Athletic | 1 | : | 2 |
| Nov 30 • 16:00 | Peterhead FC | | - |  | Montrose FC | 2 | : | 3 |
| Nov 30 • 16:00 | Linlithgow Rose | | - | | Raith Rovers | 0 | : | 4 |
| Nov 30 • 16:00 | Elgin City | | - | | Kelty Hearts | 3 | : | 2 |
| Nov 30 • 16:00 | Clydebank FC | | - | | Buckie Thistle | 2 | : | 0 |
| Nov 30 • 16:00 | Musselburgh Athletic | | - | | Bo'ness United | 3 | : | 1 |
| Nov 30 • 16:00 | Cowdenbeath FC | | - | | Brechin City | 1 | : | 4 |
| Nov 30 • 16:00 | Cove Rangers | | - |  | Inverness CT | 2 | : | 0 |
| Nov 30 • 16:00 | Queen's Park FC | | - |  | Partick Thistle | 2 | : | 2 |
| Nov 30 • 16:00 | Banks O'Dee | | - |  | Hamilton Academical FC | 1 | : | 2 |
| Nov 30 • 16:00 | Ayr United |  | - |  | Greenock Morton | 2 | : | 0 |
| Nov 30 • 16:00 | Irvine Meadow | | - |  | Stenhousemuir FC | 0 | : | 5 |
| Nov 30 • 16:00 | Arbroath FC |  | - | | Queen of the South | 0 | : | 1 |
| Nov 30 • 16:00 | Fraserburgh FC | | - |  | Annan Athletic | 2 | : | 0 |
| Nov 30 • 16:00 | Livingston FC |  | - | | Brora Rangers | 2 | : | 0 |
| Nov 30 • 16:00 | Forfar Athletic | | - | | Stirling Albion | 3 | : | 3 |
| Nov 30 • 16:00 | Edinburgh City | | - | | Dunfermline Athletic | 1 | : | 2 |
| Dec 01 • 14:00 | Dundee North End | | - |  | Airdrieonians FC | 0 | : | 1 |
| Dec 02 • 20:45 | East Kilbride FC | | - | | Falkirk FC | 1 | : | 3 |
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| Jan 17 • 20:45 | Brechin City | | - |  | Heart of Midlothian | 1 | : | 4 |
| Jan 18 • 16:00 | Dumbarton FC | | - | | Airdrieonians FC | 1 | : | 5 |
| Jan 18 • 16:00 | Cove Rangers | | - | | Forfar Athletic | 2 | : | 0 |
| Jan 18 • 16:00 | St. Johnstone FC |  | - |  | Motherwell FC | 1 | : | 0 |
| Jan 18 • 16:00 | Dunfermline Athletic | | - | | Stenhousemuir FC | 3 | : | 0 |
| Jan 18 • 16:00 | Queen's Park FC | | - | | Montrose FC | 3 | : | 2 |
| Jan 18 • 16:00 | Ross County |  | - | | Livingston FC | 2 | : | 3 |
| Jan 18 • 16:00 | Hibernian FC |  | - | | Clydebank FC | 3 | : | 0 |
| Jan 18 • 16:00 | Queen of the South | | - |  | St. Mirren FC | 1 | : | 3 |
| Jan 18 • 16:00 | Hamilton Academical FC | | - | | Musselburgh Athletic | 3 | : | 1 |
| Jan 18 • 16:00 | Elgin City | | - |  | Aberdeen FC | 0 | : | 3 |
| Jan 18 • 16:00 | Broxburn Athletic | | - | | Ayr United | 0 | : | 8 |
| Jan 18 • 18:30 | Celtic FC |  | - |  | Kilmarnock FC | 2 | : | 1 |
| Jan 19 • 13:00 | Falkirk FC | | - | | Raith Rovers | 1 | : | 2 |
| Jan 19 • 15:15 | Rangers FC |  | - | | Fraserburgh FC | 5 | : | 0 |
| Jan 20 • 21:00 | Dundee FC |  | - |  | Dundee United | 1 | : | 0 |
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| Feb 07 • 20:45 | Ayr United | | - | | Hibernian FC | 0 | : | 1 |
| Feb 08 • 16:00 | Dundee FC | | - | | Airdrieonians FC | 4 | : | 0 |
| Feb 08 • 16:00 | Livingston FC | | - | | Cove Rangers | 3 | : | 0 |
| Feb 08 • 16:00 | St. Johnstone FC | | - | | Hamilton Academical FC | 1 | : | 0 |
| Feb 08 • 18:30 | Celtic FC | | - | | Raith Rovers | 5 | : | 0 |
| Feb 09 • 13:30 | Aberdeen FC | | - | | Dunfermline Athletic | 3 | : | 0 |
| Feb 09 • 16:30 | Rangers FC | | - | | Queen's Park FC | 0 | : | 1 |
| Feb 10 • 20:45 | St. Mirren FC | | - | | Heart of Midlothian | 1 | : | 1 |
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| Mar 07 • 20:45 | Heart of Midlothian | | - | | Dundee FC | 3 | : | 1 |
| Mar 08 • 13:30 | Aberdeen FC | | - | | Queen's Park FC | 4 | : | 1 |
| Mar 09 • 16:00 | Celtic FC | | - | | Hibernian FC | 2 | : | 0 |
| Mar 10 • 20:45 | Livingston FC | | - | | St. Johnstone FC | 0 | : | 1 |
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| Apr 19 • 13:30 | Heart of Midlothian | | - | | Aberdeen FC | 1 | : | 2 |
| Apr 20 • 16:00 | St. Johnstone FC | | - | | Celtic FC | 0 | : | 5 |
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| May 24 • 16:00 | Aberdeen FC | | - | | Celtic FC |
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