| 1. Journée | 03.08.2019 | Ayr United | - | Greenock Morton FC | 4:2 |  |
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| 2. Journée | 10.08.2019 | Dundee FC | - | Ayr United | 1:0 | ||||
| 3. Journée | 24.08.2019 | Ayr United | - | Queen Of The South | 1:0 | ||||
| 4. Journée | 31.08.2019 | Partick Thistle | - | Ayr United | 2:3 | ||||
| 10. Journée | 25.10.2019 | Ayr United | - | Dundee FC | 1:2 | ||||
| 11. Journée | 29.10.2019 | Greenock Morton FC | - | Ayr United | 2:3 | |
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| 12. Journée | 02.11.2019 | Ayr United | - | Partick Thistle | 4:1 | ||||
| 14. Journée | 03.12.2019 | Ayr United | - | Dunfermline Athletic | 0:1 | ||||
| 16. Journée | 07.12.2019 | Inverness CT | - | Ayr United | 2:0 | ||||
| 18. Journée | 21.12.2019 | Dundee United | - | Ayr United | 4:0 | ||||
| 19. Journée | 28.12.2019 | Ayr United | - | Queen Of The South | 1:2 | ||||
| 20. Journée | 04.01.2020 | Dunfermline Athletic | - | Ayr United | 0:1 |
Écosse