| Group A | 10/07/2021 | Peterhead FC | - | Heart of Midlothian | 0:2 | ||||
| Group A | 13/07/2021 | Heart of Midlothian | - | Cove Rangers | 3:0 | ||||
| Group A | 20/07/2021 | Stirling Albion FC | - | Heart of Midlothian | 0:2 | ||||
| Group A | 25/07/2021 | Heart of Midlothian | - | Inverness CT | 1:0 |  |
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| Round of 16 | 15/08/2021 | Celtic FC | - | Heart of Midlothian | 3:2 |
England