12. Round | 04/11/2023 | Ayr United | - | Queen's Park FC | 2:2 | ||||
13. Round | 11/11/2023 | Inverness CT | - | Ayr United | 3:1 | ||||
16. Round | 16/12/2023 | Ayr United | - | Airdrieonians FC | 1:0 | ||||
17. Round | 22/12/2023 | Raith Rovers | - | Ayr United | 4:4 | ||||
18. Round | 30/12/2023 | Ayr United | - | Dunfermline Athletic | 2:2 | ||||
19. Round | 02/01/2024 | Greenock Morton FC | - | Ayr United | 3:0 | ||||
24. Round | 17/02/2024 | Airdrieonians FC | - | Ayr United | 2:3 |