| 10. Jornada | 25.10.2019 | Ayr United | - | Dundee FC | 1:2 | ||||
| 11. Jornada | 29.10.2019 | Greenock Morton FC | - | Ayr United | 2:3 |  |
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| 12. Jornada | 02.11.2019 | Ayr United | - | Partick Thistle | 4:1 | |
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| 13. Jornada | 09.11.2019 | Queen Of The South | - | Ayr United | 3:1 | ||||
| 14. Jornada | 03.12.2019 | Ayr United | - | Dunfermline Athletic | 0:1 | ||||
| 16. Jornada | 07.12.2019 | Inverness CT | - | Ayr United | 2:0 | ||||
| 15. Jornada | 10.12.2019 | Ayr United | - | Arbroath FC | 1:1 |  |
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| 17. Jornada | 14.12.2019 | Ayr United | - | Alloa Athletic | 2:1 | ||||
| 18. Jornada | 21.12.2019 | Dundee United | - | Ayr United | 4:0 | |
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| 19. Jornada | 28.12.2019 | Ayr United | - | Queen Of The South | 1:2 | |
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| 20. Jornada | 04.01.2020 | Dunfermline Athletic | - | Ayr United | 0:1 | |
Escocia