| 1 | Mon 9 Jul 2018 | 115-1 v St Neots TownSt Neots Town 1-5 Milton Keynes Dons | Friendly |
| 2 | Fri 27 Jul 2018 | 111-0 v Oxford UnitedMilton Keynes Dons 1-0 Oxford United | Friendly |
| 3 | Sat 4 Aug 2018 | 112-1 v Oldham AthleticOldham Athletic 1-2 Milton Keynes Dons | Sky Bet League Two |
| 4 | Sat 3 Nov 2018 | 114-0 v Crawley TownCrawley Town 0-4 Milton Keynes Dons | Sky Bet League Two |
| 5 | Sat 8 Dec 2018 | 112-0 v Carlisle UnitedMilton Keynes Dons 2-0 Carlisle United | Sky Bet League Two |
| 6 | Sat 22 Dec 2018 | 11 0-1 v Colchester UnitedMilton Keynes Dons 0-1 Colchester United | Sky Bet League Two |
| 7 | Wed 26 Dec 2018 | 111-3 v Cheltenham TownCheltenham Town 3-1 Milton Keynes Dons | Sky Bet League Two |
| 8 | Sat 12 Jan 2019 | 11 3-4 v BuryBury 4-3 Milton Keynes Dons | Sky Bet League Two |
| 9 | Sat 19 Jan 2019 | 110-1 v Crewe AlexandraMilton Keynes Dons 0-1 Crewe Alexandra | Sky Bet League Two |
| 10 | Sat 2 Feb 2019 | 2-1 v Greenock MortonDundee United 2-1 Greenock Morton | Ladbrokes Championship |
| 11 | Sat 9 Feb 2019 | 2-1 v St MirrenSt Mirren 1-2 Dundee United | William Hill Scottish Cup Fifth Round |
| 12 | Sat 16 Feb 2019 | 1-0 v Queen of the SouthQueen of the South 0-1 Dundee United | Ladbrokes Championship |
| 13 | Sat 23 Feb 2019 | 1-1 v FalkirkFalkirk 1-1 Dundee United | Ladbrokes Championship |
| 14 | Tue 26 Feb 2019 | 1-0 v Inverness Caledonian ThistleDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 15 | Sun 3 Mar 2019 | 1-2 v Inverness Caledonian ThistleDundee United 1-2 Inverness Caledonian Thistle | William Hill Scottish Cup Quarter Final |
| 16 | Tue 19 Mar 2019 | 1-0 v Ross CountyDundee United 1-0 Ross County | Ladbrokes Championship |
| 17 | Sat 23 Mar 2019 | 2-1 v Alloa AthleticDundee United 2-1 Alloa Athletic | Ladbrokes Championship |
| 18 | Tue 26 Mar 2019 | 1-0 v Dunfermline AthleticDunfermline Athletic 0-1 Dundee United | Ladbrokes Championship |
| 19 | Sat 30 Mar 2019 | 1-2 v Queen of the SouthDundee United 1-2 Queen of the South | Ladbrokes Championship |
| 20 | Fri 5 Apr 2019 | 1-1 v Ross CountyRoss County 1-1 Dundee United | Ladbrokes Championship |
| 21 | Fri 12 Apr 2019 | 2-1 v Ayr UnitedDundee United 2-1 Ayr United | Ladbrokes Championship |
| 22 | Sat 20 Apr 2019 | 2-0 v Inverness Caledonian ThistleInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
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