| 1 | Sat 14 Jul 2018 | 11-1 v ArbroathDundee United 1-1 Arbroath | Betfred Cup Group A |
| 2 | Sat 28 Jul 2018 | 14-0 v Elgin CityElgin City 0-4 Dundee United | Betfred Cup Group A |
| 3 | Sat 8 Sep 2018 | 11-1 v Alloa AthleticDundee United 1-1 Alloa Athletic | IRN-BRU Cup Second Round |
| 4 | Sat 6 Oct 2018 | 10-2 v Ayr UnitedAyr United 2-0 Dundee United | Ladbrokes Championship |
| 5 | Sat 13 Oct 2018 | 12-1 v Partick ThistlePartick Thistle 1-2 Dundee United | Ladbrokes Championship |
| 6 | Sat 20 Oct 2018 | 11-1 v Inverness Caledonian ThistleDundee United 1-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 7 | Sat 27 Oct 2018 | 12-0 v Dunfermline AthleticDunfermline Athletic 0-2 Dundee United | Ladbrokes Championship |
| 8 | Sat 3 Nov 2018 | 12-0 v Queen of the SouthDundee United 2-0 Queen of the South | Ladbrokes Championship |
| 9 | Sat 10 Nov 2018 | 11-0 v Ross CountyRoss County 0-1 Dundee United | Ladbrokes Championship |
| 10 | Tue 20 Nov 2018 | 14-2 v Alloa AthleticDundee United 4-2 Alloa Athletic | Ladbrokes Championship |
| 11 | Fri 30 Nov 2018 | 10-5 v Ayr UnitedDundee United 0-5 Ayr United | Ladbrokes Championship |
| 12 | Sat 15 Dec 2018 | 11-1 v Inverness Caledonian ThistleInverness Caledonian Thistle 1-1 Dundee United | Ladbrokes Championship |
| 13 | Sat 22 Dec 2018 | 12-1 v FalkirkDundee United 2-1 Falkirk | Ladbrokes Championship |
| 14 | Sat 29 Dec 2018 | 11-2 v Alloa AthleticAlloa Athletic 2-1 Dundee United | Ladbrokes Championship |
| 15 | Sat 5 Jan 2019 | 11-1 v Partick ThistleDundee United 1-1 Partick Thistle | Ladbrokes Championship |
| 16 | Sat 19 Jan 2019 | 14-0 v MontroseMontrose 0-4 Dundee United | William Hill Scottish Cup Fourth Round |
| 17 | Sat 2 Feb 2019 | 12-1 v Greenock MortonDundee United 2-1 Greenock Morton | Ladbrokes Championship |
| 18 | Sat 9 Feb 2019 | 12-1 v St MirrenSt Mirren 1-2 Dundee United | William Hill Scottish Cup Fifth Round |
| 19 | Sat 16 Feb 2019 | 11-0 v Queen of the SouthQueen of the South 0-1 Dundee United | Ladbrokes Championship |
| 20 | Sat 23 Feb 2019 | 11-1 v FalkirkFalkirk 1-1 Dundee United | Ladbrokes Championship |
| 21 | Tue 26 Feb 2019 | 11-0 v Inverness Caledonian ThistleDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 22 | Sun 3 Mar 2019 | 11-2 v Inverness Caledonian ThistleDundee United 1-2 Inverness Caledonian Thistle | William Hill Scottish Cup Quarter Final |
| 23 | Sat 9 Mar 2019 | 11-2 v Partick ThistlePartick Thistle 2-1 Dundee United | Ladbrokes Championship |
| 24 | Tue 19 Mar 2019 | 11-0 v Ross CountyDundee United 1-0 Ross County | Ladbrokes Championship |
| 25 | Sat 23 Mar 2019 | 12-1 v Alloa AthleticDundee United 2-1 Alloa Athletic | Ladbrokes Championship |
| 26 | Tue 26 Mar 2019 | 11-0 v Dunfermline AthleticDunfermline Athletic 0-1 Dundee United | Ladbrokes Championship |
| 27 | Sat 30 Mar 2019 | 11-2 v Queen of the SouthDundee United 1-2 Queen of the South | Ladbrokes Championship |
| 28 | Fri 5 Apr 2019 | 11-1 v Ross CountyRoss County 1-1 Dundee United | Ladbrokes Championship |
| 29 | Fri 12 Apr 2019 | 12-1 v Ayr UnitedDundee United 2-1 Ayr United | Ladbrokes Championship |
| 30 | Sat 20 Apr 2019 | 12-0 v Inverness Caledonian ThistleInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
| 31 | Sat 27 Apr 2019 | 12-0 v FalkirkDundee United 2-0 Falkirk | Ladbrokes Championship |
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