| 1 | Sat 14 Jul 2018 | 334-0 v Stirling AlbionStirling Albion 0-4 Dundee | Betfred Cup Group D |
| 2 | Sun 22 Jul 2018 | 330-1 v Dunfermline AthleticDundee 0-1 Dunfermline Athletic | Betfred Cup Group D |
| 3 | Sat 28 Jul 2018 | 332-0 v Brechin CityDundee 2-0 Brechin City | Betfred Cup Group D |
| 4 | Sat 11 Aug 2018 | 330-1 v AberdeenDundee 0-1 Aberdeen | Ladbrokes Premiership |
| 5 | Sat 18 Aug 2018 | 330-3 v Ayr UnitedDundee 0-3 Ayr United | Betfred Cup Second Round |
| 6 | Sat 1 Sep 2018 | 4-1 v St MirrenHeart of Midlothian 4-1 St Mirren | Ladbrokes Premiership |
| 7 | Sat 22 Sep 2018 | 150-0 v LivingstonHeart of Midlothian 0-0 Livingston | Ladbrokes Premiership |
| 8 | Sun 7 Oct 2018 | 151-3 v RangersRangers 3-1 Heart of Midlothian | Ladbrokes Premiership |
| 9 | Sat 20 Oct 2018 | 15 2-1 v AberdeenHeart of Midlothian 2-1 Aberdeen | Ladbrokes Premiership |
| 10 | Tue 23 Oct 2018 | 153-0 v DundeeDundee 0-3 Heart of Midlothian | Ladbrokes Premiership |
| 11 | Wed 31 Oct 2018 | 150-0 v HibernianHeart of Midlothian 0-0 Hibernian | Ladbrokes Premiership |
| 12 | Sat 3 Nov 2018 | 150-5 v CelticCeltic 5-0 Heart of Midlothian | Ladbrokes Premiership |
| 13 | Sat 10 Nov 2018 | 15 0-1 v KilmarnockHeart of Midlothian 0-1 Kilmarnock | Ladbrokes Premiership |
| 14 | Sat 24 Nov 2018 | 150-2 v St MirrenSt Mirren 2-0 Heart of Midlothian | Ladbrokes Premiership |
| 15 | Wed 5 Dec 2018 | 152-2 v St JohnstoneSt Johnstone 2-2 Heart of Midlothian | Ladbrokes Premiership |
| 16 | Sat 9 Mar 2019 | 151-0 v DundeeDundee 0-1 Heart of Midlothian | Ladbrokes Premiership |
| 17 | Tue 12 Mar 2019 | 152-1 v Partick ThistleHeart of Midlothian 2-1 Partick Thistle | William Hill Scottish Cup Quarter Final Replay |
| 18 | Sat 16 Mar 2019 | 150-1 v Hamilton AcademicalHamilton Academical 1-0 Heart of Midlothian | Ladbrokes Premiership |
| 19 | Sat 30 Mar 2019 | 152-1 v AberdeenHeart of Midlothian 2-1 Aberdeen | Ladbrokes Premiership |
| 20 | Wed 3 Apr 2019 | 150-3 v RangersRangers 3-0 Heart of Midlothian | Ladbrokes Premiership |
| 21 | Sat 20 Apr 2019 | 151-3 v RangersHeart of Midlothian 1-3 Rangers | Ladbrokes Premiership |
| 22 | Sat 4 May 2019 | 150-1 v KilmarnockHeart of Midlothian 0-1 Kilmarnock | Ladbrokes Premiership |
| 23 | Sat 25 May 2019 | 151-2 v CelticHeart of Midlothian 1-2 Celtic | William Hill Scottish Cup Final |
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