1. Round | 17/10/2020 | Ayr United | - | Queen Of The South | 2:1 | ||||
2. Round | 24/10/2020 | Inverness CT | - | Ayr United | 1:1 | ||||
3. Round | 31/10/2020 | Greenock Morton FC | - | Ayr United | 3:2 | ||||
4. Round | 07/11/2020 | Ayr United | - | Dunfermline Athletic | 0:0 | ||||
5. Round | 21/11/2020 | Ayr United | - | Dundee FC | 2:0 | ||||
6. Round | 05/12/2020 | Alloa Athletic | - | Ayr United | 0:2 | ||||
7. Round | 11/12/2020 | Ayr United | - | Raith Rovers | 0:0 | ||||
8. Round | 19/12/2020 | Arbroath FC | - | Ayr United | 2:1 | ||||
9. Round | 26/12/2020 | Heart of Midlothian | - | Ayr United | 5:3 | ||||
11. Round | 02/01/2021 | Queen Of The South | - | Ayr United | 3:2 | ||||
24. Round | 10/04/2021 | Ayr United | - | Dunfermline Athletic | 1:1 | ||||
25. Round | 17/04/2021 | Arbroath FC | - | Ayr United | 4:0 | ||||
26. Round | 24/04/2021 | Ayr United | - | Queen Of The South | 0:0 | ||||
27. Round | 30/04/2021 | Inverness CT | - | Ayr United | 2:2 |