| Group B | 09/07/2022 | Fraserburgh FC | - | Kilmarnock FC | 1:3 | ||||
| Group B | 13/07/2022 | Kilmarnock FC | - | Partick Thistle | 4:5 pso | ||||
| Group B | 16/07/2022 | Montrose FC | - | Kilmarnock FC | 0:3 | ||||
| Group B | 23/07/2022 | Kilmarnock FC | - | Stenhousemuir FC | 4:1 | ||||
| Round of 16 | 31/08/2022 | Heart of Midlothian | - | Kilmarnock FC | 0:1 | ||||
| Quarter-finals | 18/10/2022 | Kilmarnock FC | - | Dundee United | 2:1 |  |
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| Semi-finals | 14/01/2023 | Celtic FC | - | Kilmarnock FC | 2:0 |
Scotland