| 4e Ronde | 20.01.2024 | The Spartans FC | - | Heart of Midlothian | 1:2 |  |
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| Achtste finale | 11.02.2024 | Airdrieonians FC | - | Heart of Midlothian | 1:4 | |
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| Kwartfinale | 11.03.2024 | Greenock Morton FC | - | Heart of Midlothian | 0:1 | |
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| Halve Finale | 21.04.2024 | Rangers FC | - | Heart of Midlothian | 2:0 |
Costa Rica