| 1 | 2/2/2019 | 2-1 v Greenock MortonDundee United 2-1 Greenock Morton | Ladbrokes Championship |
| 2 | 9/2/2019 | 2-1 v St MirrenSt Mirren 1-2 Dundee United | William Hill Scottish Cup Fifth Round |
| 3 | 26/2/2019 | 1-0 v Inverness Caledonian ThistleDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 4 | 3/3/2019 | 1-2 v Inverness Caledonian ThistleDundee United 1-2 Inverness Caledonian Thistle | William Hill Scottish Cup Quarter Final |
| 5 | 9/3/2019 | 1-2 v Partick ThistlePartick Thistle 2-1 Dundee United | Ladbrokes Championship |
| 6 | 19/3/2019 | 1-0 v Ross CountyDundee United 1-0 Ross County | Ladbrokes Championship |
| 7 | 23/3/2019 | 2-1 v Alloa AthleticDundee United 2-1 Alloa Athletic | Ladbrokes Championship |
| 8 | 26/3/2019 | 1-0 v Dunfermline AthleticDunfermline Athletic 0-1 Dundee United | Ladbrokes Championship |
| 9 | 30/3/2019 | 1-2 v Queen of the SouthDundee United 1-2 Queen of the South | Ladbrokes Championship |
| 10 | 5/4/2019 | 1-1 v Ross CountyRoss County 1-1 Dundee United | Ladbrokes Championship |
| 11 | 12/4/2019 | 2-1 v Ayr UnitedDundee United 2-1 Ayr United | Ladbrokes Championship |
| 12 | 20/4/2019 | 2-0 v Inverness Caledonian ThistleInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
| 13 | 27/4/2019 | 2-0 v FalkirkDundee United 2-0 Falkirk | Ladbrokes Championship |
| 14 | 4/5/2019 | 0-1 v Greenock MortonGreenock Morton 1-0 Dundee United | Ladbrokes Championship |
