1. Round | 17/10/2020 | Raith Rovers | - | Arbroath FC | 3:0 | ||||
2. Round | 23/10/2020 | Arbroath FC | - | Heart of Midlothian | 0:1 | ||||
3. Round | 31/10/2020 | Inverness CT | - | Arbroath FC | 3:1 | ||||
4. Round | 07/11/2020 | Arbroath FC | - | Queen Of The South | 1:1 | ||||
5. Round | 21/11/2020 | Arbroath FC | - | Greenock Morton FC | 0:0 | ||||
6. Round | 05/12/2020 | Dundee FC | - | Arbroath FC | 1:0 | ||||
8. Round | 19/12/2020 | Arbroath FC | - | Ayr United | 2:1 | ||||
9. Round | 26/12/2020 | Dunfermline Athletic | - | Arbroath FC | 1:0 | ||||
10. Round | 29/12/2020 | Heart of Midlothian | - | Arbroath FC | 3:1 |