Group B | 09/07/2021 | Kelty Hearts | - | Dundee United | 0:1 | ||||
Group B | 14/07/2021 | Dundee United | - | Elgin City | 6:1 | ||||
Group B | 17/07/2021 | Dundee United | - | Arbroath FC | 1:0 | ||||
Group B | 20/07/2021 | East Fife FC | - | Dundee United | 0:1 | ||||
Round of 16 | 14/08/2021 | Ayr United | - | Dundee United | 3:4 pso | ||||
Quarter-finals | 23/09/2021 | Dundee United | - | Hibernian FC | 1:3 |