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