| 1 | 31/8/2019 | 3-3 v Edinburgh CityElgin City 3-3 Edinburgh City |
| 2 | 14/9/2019 | 0-1 v Stirling AlbionStirling Albion 1-0 Elgin City |
| 3 | 21/9/2019 | 0-2 v Cove RangersElgin City 0-2 Cove Rangers |
| 4 | 28/9/2019 | 1-2 v Brechin CityBrechin City 2-1 Elgin City |
| 5 | 5/10/2019 | 3-1 v Albion RoversAlbion Rovers 1-3 Elgin City |
| 6 | 26/10/2019 | 3-1 v Queens ParkElgin City 3-1 Queens Park |
| 7 | 2/11/2019 | 4-0 v Annan AthleticElgin City 4-0 Annan Athletic |
| 8 | 9/11/2019 | 1-1 v Edinburgh CityEdinburgh City 1-1 Elgin City |
| 9 | 30/11/2019 | 1-2 v Stirling AlbionElgin City 1-2 Stirling Albion |
| 10 | 3/12/2019 | 2-2 v StenhousemuirStenhousemuir 2-2 Elgin City |
| 11 | 7/12/2019 | 0-0 v CowdenbeathCowdenbeath 0-0 Elgin City |
