1. Round | 05/08/2023 | Greenock Morton FC | - | Ayr United | 3:1 | ||||
2. Round | 12/08/2023 | Raith Rovers | - | Greenock Morton FC | 3:2 | ||||
3. Round | 26/08/2023 | Greenock Morton FC | - | Arbroath FC | 0:3 | ||||
4. Round | 02/09/2023 | Greenock Morton FC | - | Partick Thistle | 1:4 |