1. Round | 31/07/2021 | Raith Rovers | - | Hamilton Academical | 4:4 | ||||
2. Round | 07/08/2021 | Hamilton Academical | - | Greenock Morton FC | 0:1 | ||||
3. Round | 21/08/2021 | Hamilton Academical | - | Kilmarnock FC | 0:2 | ||||
4. Round | 28/08/2021 | Queen Of The South | - | Hamilton Academical | 1:2 |