| 1 | Sat 31 Aug 2019 | 3-3 v Edinburgh CityElgin City 3-3 Edinburgh City | Ladbrokes League Two |
| 2 | Sun 8 Sep 2019 | 2-1 v DundeeDundee 1-2 Elgin City | Tunnock's Challenge Cup Third Round |
| 3 | Sat 14 Sep 2019 | 0-1 v Stirling AlbionStirling Albion 1-0 Elgin City | Ladbrokes League Two |
| 4 | Sat 26 Oct 2019 | 3-1 v Queens ParkElgin City 3-1 Queens Park | Ladbrokes League Two |
| 5 | Sat 2 Nov 2019 | 4-0 v Annan AthleticElgin City 4-0 Annan Athletic | Ladbrokes League Two |
| 6 | Sat 9 Nov 2019 | 1-1 v Edinburgh CityEdinburgh City 1-1 Elgin City | Ladbrokes League Two |
| 7 | Fri 15 Nov 2019 | 2-3 v Raith RoversRaith Rovers 3-2 Elgin City | Tunnock's Challenge Cup Quarter Final |
| 8 | Sat 14 Dec 2019 | 2-2 v Albion RoversElgin City 2-2 Albion Rovers | Ladbrokes League Two |
| 9 | Sat 21 Dec 2019 | 3-1 v Brechin CityElgin City 3-1 Brechin City | Ladbrokes League Two |
| 10 | Sat 28 Dec 2019 | 0-2 v Cove RangersCove Rangers 2-0 Elgin City | Ladbrokes League Two |
| 11 | Sat 25 Jan 2020 | 2-1 v Stirling AlbionStirling Albion 1-2 Elgin City | Ladbrokes League Two |
| 12 | Sat 29 Feb 2020 | 2-1 v Albion RoversAlbion Rovers 1-2 Elgin City | Ladbrokes League Two |
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