| 1 | Sat 3 Aug 2019 | 1-0 v St MirrenHibernian 1-0 St Mirren | Ladbrokes Premiership |
| 2 | Sun 11 Aug 2019 | 1-6 v RangersRangers 6-1 Hibernian | Ladbrokes Premiership |
| 3 | Sat 24 Aug 2019 | 2-2 v St JohnstoneHibernian 2-2 St Johnstone | Ladbrokes Premiership |
| 4 | Sat 31 Aug 2019 | 0-3 v MotherwellMotherwell 3-0 Hibernian | Ladbrokes Premiership |
| 5 | Sat 14 Sep 2019 | 0-2 v KilmarnockKilmarnock 2-0 Hibernian | Ladbrokes Premiership |
| 6 | Sun 22 Sep 2019 | 1-2 v Heart of MidlothianHibernian 1-2 Heart of Midlothian | Ladbrokes Premiership |
| 7 | Wed 25 Sep 2019 | 0-0 v KilmarnockKilmarnock 0-0 Hibernian | Betfred Cup Quarter Final |
| 8 | Sat 28 Sep 2019 | 1-1 v CelticHibernian 1-1 Celtic | Ladbrokes Premiership |
| 9 | Sat 5 Oct 2019 | 1-1 v AberdeenAberdeen 1-1 Hibernian | Ladbrokes Premiership |
| 10 | Sat 19 Oct 2019 | 1-1 v Hamilton AcademicalHamilton Academical 1-1 Hibernian | Ladbrokes Premiership |
| 11 | Sat 26 Oct 2019 | 2-2 v Ross CountyHibernian 2-2 Ross County | Ladbrokes Premiership |
| 12 | Sat 2 Nov 2019 | 2-5 v CelticHibernian 2-5 Celtic | Betfred Cup Semi Final |
| 13 | Sat 9 Nov 2019 | 4-1 v St JohnstoneSt Johnstone 1-4 Hibernian | Ladbrokes Premiership |
| 14 | Sat 23 Nov 2019 | 3-1 v MotherwellHibernian 3-1 Motherwell | Ladbrokes Premiership |
| 15 | Sat 30 Nov 2019 | 2-2 v KilmarnockHibernian 2-2 Kilmarnock | Ladbrokes Premiership |
| 16 | Wed 4 Dec 2019 | 1-2 v Ross CountyRoss County 2-1 Hibernian | Ladbrokes Premiership |
| 17 | Sat 7 Dec 2019 | 3-0 v AberdeenHibernian 3-0 Aberdeen | Ladbrokes Premiership |
| 18 | Sun 15 Dec 2019 | 0-2 v CelticCeltic 2-0 Hibernian | Ladbrokes Premiership |
| 19 | Fri 20 Dec 2019 | 0-3 v RangersHibernian 0-3 Rangers | Ladbrokes Premiership |
| 20 | Thu 26 Dec 2019 | 2-0 v Heart of MidlothianHeart of Midlothian 0-2 Hibernian | Ladbrokes Premiership |
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