| 1 | Sat 10 Aug 2019 | 1-0 v StranraerForfar Athletic 1-0 Stranraer | Ladbrokes League One |
| 2 | Tue 13 Aug 2019 | 1-2 v MontroseMontrose 2-1 Forfar Athletic | Tunnock's Challenge Cup Second Round |
| 3 | Sat 24 Aug 2019 | 0-1 v PeterheadPeterhead 1-0 Forfar Athletic | Ladbrokes League One |
| 4 | Sat 14 Sep 2019 | 0-1 v Stirling AlbionStirling Albion 1-0 Elgin City | Ladbrokes League Two |
| 5 | Sat 21 Sep 2019 | 0-2 v Cove RangersElgin City 0-2 Cove Rangers | Ladbrokes League Two |
| 6 | Sat 28 Sep 2019 | 1-2 v Brechin CityBrechin City 2-1 Elgin City | Ladbrokes League Two |
| 7 | Sat 5 Oct 2019 | 3-1 v Albion RoversAlbion Rovers 1-3 Elgin City | Ladbrokes League Two |
| 8 | Sat 26 Oct 2019 | 3-1 v Queens ParkElgin City 3-1 Queens Park | Ladbrokes League Two |
| 9 | Sat 30 Nov 2019 | 1-2 v Stirling AlbionElgin City 1-2 Stirling Albion | Ladbrokes League Two |
| 10 | Tue 3 Dec 2019 | 2-2 v StenhousemuirStenhousemuir 2-2 Elgin City | Ladbrokes League Two |
| 11 | Sat 7 Dec 2019 | 0-0 v CowdenbeathCowdenbeath 0-0 Elgin City | Ladbrokes League Two |
| 12 | Sat 14 Dec 2019 | 2-2 v Albion RoversElgin City 2-2 Albion Rovers | Ladbrokes League Two |
| 13 | Sat 21 Dec 2019 | 3-1 v Brechin CityElgin City 3-1 Brechin City | Ladbrokes League Two |
| 14 | Sat 1 Feb 2020 | 2-1 v ClydeForfar Athletic 2-1 Clyde | Ladbrokes League One |
| 15 | Sat 29 Feb 2020 | 0-1 v East FifeForfar Athletic 0-1 East Fife | Ladbrokes League One |
| 16 | Tue 3 Mar 2020 | 0-2 v DumbartonDumbarton 2-0 Forfar Athletic | Ladbrokes League One |
| 17 | Sat 7 Mar 2020 | 1-2 v Raith RoversRaith Rovers 2-1 Forfar Athletic | Ladbrokes League One |
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