Group C | 13/07/2019 | Stirling Albion FC | - | Hibernian FC | 4:5 pso | ||||
Group C | 23/07/2019 | Hibernian FC | - | Arbroath FC | 3:0 | ||||
Group C | 26/07/2019 | Elgin City | - | Hibernian FC | 0:2 | ||||
Round of 16 | 17/08/2019 | Hibernian FC | - | Greenock Morton FC | 5:3 aet | ||||
Quarter-finals | 25/09/2019 | Kilmarnock FC | - | Hibernian FC | 4:5 pso | ||||
Semi-finals | 02/11/2019 | Hibernian FC | - | Celtic FC | 2:5 |