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| 14.10.2023 | Raith Rovers | - | Montrose FC | -:- |
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| East Fife FC | - | Hamilton Academical | -:- | |||
| Falkirk FC | - | Queen's Park FC | -:- |
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| Queen Of The South | - | Arbroath FC | -:- |
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| Greenock Morton FC | - | Kelty Hearts | -:- |
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| The New Saints | - | East Fife FC | -:- |
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| Peterhead FC | - | Dundee United | -:- | |||
| Rangers FC (R) | - | Airdrieonians FC | -:- |
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