| 1 | Sat 3 Aug 2019 | 0-3 v Ross CountyRoss County 3-0 Hamilton Academical | Ladbrokes Premiership |
| 2 | Sat 10 Aug 2019 | 2-0 v KilmarnockHamilton Academical 2-0 Kilmarnock | Ladbrokes Premiership |
| 3 | Sat 17 Aug 2019 | 0-1 v KilmarnockKilmarnock 1-0 Hamilton Academical | Betfred Cup Second Round |
| 4 | Sat 24 Aug 2019 | 1-3 v MotherwellHamilton Academical 1-3 Motherwell | Ladbrokes Premiership |
| 5 | Sat 28 Sep 2019 | 2-1 v LivingstonHamilton Academical 2-1 Livingston | Ladbrokes Premiership |
| 6 | Sat 19 Oct 2019 | 1-1 v HibernianHamilton Academical 1-1 Hibernian | Ladbrokes Premiership |
| 7 | Sat 2 Nov 2019 | 2-2 v Ross CountyHamilton Academical 2-2 Ross County | Ladbrokes Premiership |
| 8 | Sun 24 Nov 2019 | 1-3 v RangersHamilton Academical 1-3 Rangers | Ladbrokes Premiership |
| 9 | Sat 14 Dec 2019 | 0-1 v AberdeenAberdeen 1-0 Hamilton Academical | Ladbrokes Premiership |
| 10 | Sat 15 Feb 2020 | 0-2 v AirdrieoniansAirdrieonians 2-0 Clyde | Ladbrokes League One |
| 11 | Sat 22 Feb 2020 | 0-1 v Raith RoversRaith Rovers 1-0 Clyde | Ladbrokes League One |
| 12 | Tue 25 Feb 2020 | 0-1 v DumbartonDumbarton 1-0 Clyde | Ladbrokes League One |
| 13 | Sat 29 Feb 2020 | 3-2 v FalkirkClyde 3-2 Falkirk | Ladbrokes League One |
| 14 | Tue 3 Mar 2020 | 2-1 v MontroseClyde 2-1 Montrose | Ladbrokes League One |
| 15 | Sat 7 Mar 2020 | 2-0 v DumbartonClyde 2-0 Dumbarton | Ladbrokes League One |
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