Dundee United II

10/08 Challenge Cup Elgin City 1 - 0 Dundee United II L 31/07 Challenge Cup Buckie Thistle 1 - 3 Dundee United II W 14/08 Challenge Cup Dundee United II 0 - 0 Dundee II D 04/09 Challenge Cup Hamilton Academical 4 - 0 Dundee United II L 13/08 Challenge Cup Stirling Albion 0 - 3 Dundee United II W 27/08 Challenge Cup Elgin City 3 - 1 Dundee United II L 06/09 Challenge Cup Peterhead 3 - 0 Dundee United II L 24/09 Challenge Cup Spartans 1 - 0 Dundee United II L 11/10 Challenge Cup Cove Rangers 5 - 1 Dundee United II L 12/11 Challenge Cup Inverness CT 6 - 0 Dundee United II L

12/08 01:45 Challenge Cup Clachnacuddin vs Dundee United II 26/08 01:45 Challenge Cup Cove Rangers vs Dundee United II 09/09 01:45 Challenge Cup Formartine United vs Dundee United II 23/09 01:45 Challenge Cup Edinburgh City vs Dundee United II 26/09 21:00 Challenge Cup Forfar Athletic vs Dundee United II 14/10 01:45 Challenge Cup Montrose vs Dundee United II