Groep B | 09.07.2021 | Kelty Hearts | - | Dundee United | 0:1 | ||||
Groep B | 17.07.2021 | Dundee United | - | Arbroath FC | 1:0 | ||||
Groep B | 20.07.2021 | East Fife FC | - | Dundee United | 0:1 | ||||
Achtste finale | 14.08.2021 | Ayr United | - | Dundee United | 3:4 d.p. | ||||
Kwartfinale | 23.09.2021 | Dundee United | - | Hibernian FC | 1:3 |