| 1 | Sat 3 Aug 2019 | 3-0 v Hamilton AcademicalRoss County 3-0 Hamilton Academical | Ladbrokes Premiership |
| 2 | Sat 17 Aug 2019 | 2-3 v Partick ThistlePartick Thistle 3-2 Ross County | Betfred Cup Second Round |
| 3 | Sat 24 Aug 2019 | 1-4 v LivingstonRoss County 1-4 Livingston | Ladbrokes Premiership |
| 4 | Sat 14 Sep 2019 | 2-1 v St MirrenRoss County 2-1 St Mirren | Ladbrokes Premiership |
| 5 | Sat 21 Sep 2019 | 2-1 v MotherwellMotherwell 1-2 Ross County | Ladbrokes Premiership |
| 6 | Sat 28 Sep 2019 | 0-0 v KilmarnockKilmarnock 0-0 Ross County | Ladbrokes Premiership |
| 7 | Sat 5 Oct 2019 | 2-2 v St JohnstoneRoss County 2-2 St Johnstone | Ladbrokes Premiership |
| 8 | Sat 19 Oct 2019 | 0-6 v CelticCeltic 6-0 Ross County | Ladbrokes Premiership |
| 9 | Sat 26 Oct 2019 | 2-2 v HibernianHibernian 2-2 Ross County | Ladbrokes Premiership |
| 10 | Sat 2 Nov 2019 | 2-2 v Hamilton AcademicalHamilton Academical 2-2 Ross County | Ladbrokes Premiership |
| 11 | Sat 9 Nov 2019 | 1-3 v AberdeenRoss County 1-3 Aberdeen | Ladbrokes Premiership |
| 12 | Sat 23 Nov 2019 | 1-2 v St MirrenSt Mirren 2-1 Ross County | Ladbrokes Premiership |
| 13 | Sat 21 Dec 2019 | 0-4 v LivingstonLivingston 4-0 Ross County | Ladbrokes Premiership |
| 14 | Thu 26 Dec 2019 | 1-2 v MotherwellRoss County 1-2 Motherwell | Ladbrokes Premiership |
| 15 | Sun 29 Dec 2019 | 1-1 v St JohnstoneSt Johnstone 1-1 Ross County | Ladbrokes Premiership |
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