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Preliminary Round 1
Preliminary Round 2
Round 1
Round 2
Round 3
Round 4
Round 5
Quarterfinal
Semifinal
Final
| 25.11.2023 | |||
| 16:00 | Albion Rovers | 0-1 | Bonnyrigg Rose |
| 16:00 | Annan Athletic | 4-5 AET | Dumbarton FC |
| 16:00 | Brora Rangers | 1-0 | Pollok FC |
| 16:00 | Broxburn Athletic | 2-2/p.4-5 | Buckie Thistle |
| 16:00 | Cumnock Juniors FC | 0-3 | Broomhill FC |
| 16:00 | Dunbar United FC | 1-2 | Alloa Athletic |
| 16:00 | Falkirk FC | 3-0 | Formartine United |
| 16:00 | Greenock Morton | 4-0 | Bo'ness United |
| 16:00 | Hamilton Acad. | 0-2 | Kelty Hearts |
| 16:00 | Inverness CT | 2-0 | Cowdenbeath |
| 16:00 | Montrose FC | 3-0 | Edinburgh City |
| 16:00 | Partick Thistle | 3-0 | Queen's Park FC |
| 16:00 | Peterhead FC | 1-2 AET | Ayr United |
| 16:00 | Queen of the South | 2-2/p.4-3 | Dundee United |
| 16:00 | Spartans FC | 2-1 | Arbroath FC |
| 16:00 | Stirling Albion | 0-2 | Cove Rangers |
| 16:00 | Stranraer FC | 0-1 | Airdrieonians FC |
| 16:00 | Tranent Juniors | 0-1 | Forfar Athletic |
| 24.11.2023 | |||
| 20:45 | Clyde FC | 2-0 | Jeanfield Swifts |
| 20:45 | Dunfermline | 0-3 | Raith Rovers |
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