1. Round | 02/08/2021 | Kilmarnock FC | - | Ayr United | 2:0 | ||||
2. Round | 07/08/2021 | Queen Of The South | - | Kilmarnock FC | 0:1 | ||||
3. Round | 21/08/2021 | Hamilton Academical | - | Kilmarnock FC | 0:2 | ||||
4. Round | 28/08/2021 | Kilmarnock FC | - | Inverness CT | 0:1 | ||||
6. Round | 18/09/2021 | Partick Thistle | - | Kilmarnock FC | 0:2 | ||||
7. Round | 24/09/2021 | Arbroath FC | - | Kilmarnock FC | 0:0 |