| 1 | 14/7/2018 | 41-1 v ArbroathDundee United 1-1 Arbroath | Betfred Cup Group A |
| 2 | 17/7/2018 | 40-1 v Ross CountyRoss County 1-0 Dundee United | Betfred Cup Group A |
| 3 | 21/7/2018 | 41-1 v Alloa AthleticDundee United 1-1 Alloa Athletic | Betfred Cup Group A |
| 4 | 28/7/2018 | 44-0 v Elgin CityElgin City 0-4 Dundee United | Betfred Cup Group A |
| 5 | 4/8/2018 | 42-3 v Dunfermline AthleticDundee United 2-3 Dunfermline Athletic | Ladbrokes Championship |
| 6 | 11/8/2018 | 42-1 v Queen of the SouthQueen of the South 1-2 Dundee United | Ladbrokes Championship |
| 7 | 25/8/2018 | 43-1 v Partick ThistleDundee United 3-1 Partick Thistle | Ladbrokes Championship |
| 8 | 1/9/2018 | 4 1-1 v Alloa AthleticAlloa Athletic 1-1 Dundee United | Ladbrokes Championship |
| 9 | 15/9/2018 | 41-1 v Greenock MortonDundee United 1-1 Greenock Morton | Ladbrokes Championship |
| 10 | 22/9/2018 | 42-0 v FalkirkFalkirk 0-2 Dundee United | Ladbrokes Championship |
| 11 | 29/9/2018 | 41-5 v Ross CountyDundee United 1-5 Ross County | Ladbrokes Championship |
| 12 | 6/10/2018 | 40-2 v Ayr UnitedAyr United 2-0 Dundee United | Ladbrokes Championship |
| 13 | 13/10/2018 | 42-1 v Partick ThistlePartick Thistle 1-2 Dundee United | Ladbrokes Championship |
| 14 | 20/10/2018 | 41-1 v Inverness Caledonian ThistleDundee United 1-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 15 | 27/10/2018 | 4 2-0 v Dunfermline AthleticDunfermline Athletic 0-2 Dundee United | Ladbrokes Championship |
| 16 | 3/11/2018 | 42-0 v Queen of the SouthDundee United 2-0 Queen of the South | Ladbrokes Championship |
| 17 | 8/12/2018 | 41-1 v Greenock MortonGreenock Morton 1-1 Dundee United | Ladbrokes Championship |
| 18 | 15/12/2018 | 41-1 v Inverness Caledonian ThistleInverness Caledonian Thistle 1-1 Dundee United | Ladbrokes Championship |
| 19 | 22/12/2018 | 42-1 v FalkirkDundee United 2-1 Falkirk | Ladbrokes Championship |
| 20 | 29/12/2018 | 41-2 v Alloa AthleticAlloa Athletic 2-1 Dundee United | Ladbrokes Championship |
| 21 | 5/1/2019 | 41-1 v Partick ThistleDundee United 1-1 Partick Thistle | Ladbrokes Championship |
| 22 | 19/1/2019 | 44-0 v MontroseMontrose 0-4 Dundee United | William Hill Scottish Cup Fourth Round |
| 23 | 16/2/2019 | 41-0 v Queen of the SouthQueen of the South 0-1 Dundee United | Ladbrokes Championship |
| 24 | 23/2/2019 | 41-1 v FalkirkFalkirk 1-1 Dundee United | Ladbrokes Championship |
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