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