| 1. Jornada | 03.08.2019 | Ayr United | - | Greenock Morton FC | 4:2 | ||||
| 2. Jornada | 10.08.2019 | Greenock Morton FC | - | Alloa Athletic | 4:1 | ||||
| 3. Jornada | 23.08.2019 | Greenock Morton FC | - | Partick Thistle | 3:2 |  |
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| 4. Jornada | 30.08.2019 | Inverness CT | - | Greenock Morton FC | 5:0 | ||||
| 5. Jornada | 14.09.2019 | Queen Of The South | - | Greenock Morton FC | 1:0 | ||||
| 6. Jornada | 21.09.2019 | Greenock Morton FC | - | Dundee FC | 1:0 | ||||
| 14. Jornada | 16.11.2019 | Greenock Morton FC | - | Arbroath FC | 1:0 | ||||
| 20. Jornada | 04.01.2020 | Arbroath FC | - | Greenock Morton FC | 1:2 | ||||
| 21. Jornada | 11.01.2020 | Greenock Morton FC | - | Dunfermline Athletic | 3:2 | ||||
| 22. Jornada | 25.01.2020 | Dundee United | - | Greenock Morton FC | 1:1 | ||||
| 27. Jornada | 03.03.2020 | Inverness CT | - | Greenock Morton FC | 3:2 |
Escocia
Irlanda del Norte