Group B | 13/07/2019 | Ross County FC | - | Montrose FC | 4:1 | ||||
Group B | 21/07/2019 | St. Johnstone FC | - | Ross County FC | 1:2 | ||||
Group B | 24/07/2019 | Ross County FC | - | Forfar Athletic | 2:0 | ||||
Round of 16 | 17/08/2019 | Partick Thistle | - | Ross County FC | 3:2 aet |