| 1 | 22/12/2018 | 0-4 v Annan AthleticAnnan Athletic 4-0 Berwick Rangers | Ladbrokes League Two |
| 2 | 29/12/2018 | 2-2 v Edinburgh CityBerwick Rangers 2-2 Edinburgh City | Ladbrokes League Two |
| 3 | 5/1/2019 | 0-2 v CowdenbeathCowdenbeath 2-0 Berwick Rangers | Ladbrokes League Two |
| 4 | 12/1/2019 | 0-3 v ClydeBerwick Rangers 0-3 Clyde | Ladbrokes League Two |
| 5 | 19/1/2019 | 0-2 v PeterheadPeterhead 2-0 Berwick Rangers | Ladbrokes League Two |
| 6 | 26/1/2019 | 1-7 v Queens ParkQueens Park 7-1 Berwick Rangers | Ladbrokes League Two |
| 7 | 9/2/2019 | 1-2 v Stirling AlbionBerwick Rangers 1-2 Stirling Albion | Ladbrokes League Two |
| 8 | 23/2/2019 | 0-3 v Elgin CityBerwick Rangers 0-3 Elgin City | Ladbrokes League Two |
| 9 | 26/2/2019 | 1-2 v Annan AthleticBerwick Rangers 1-2 Annan Athletic | Ladbrokes League Two |
| 10 | 2/3/2019 | 1-1 v Albion RoversAlbion Rovers 1-1 Berwick Rangers | Ladbrokes League Two |
| 11 | 12/3/2019 | 1-2 v Queens ParkBerwick Rangers 1-2 Queens Park | Ladbrokes League Two |
| 12 | 19/3/2019 | 2-0 v PeterheadBerwick Rangers 2-0 Peterhead | Ladbrokes League Two |
| 13 | 6/4/2019 | 0-6 v Annan AthleticAnnan Athletic 6-0 Berwick Rangers | Ladbrokes League Two |
| 14 | 13/4/2019 | 0-3 v Queens ParkBerwick Rangers 0-3 Queens Park | Ladbrokes League Two |
| 15 | 27/4/2019 | 0-3 v Albion RoversBerwick Rangers 0-3 Albion Rovers | Ladbrokes League Two |
| 16 | 4/5/2019 | 0-2 v Elgin CityElgin City 2-0 Berwick Rangers | Ladbrokes League Two |
| 17 | 11/5/2019 | 0-4 v Cove RangersCove Rangers 4-0 Berwick Rangers | Ladbrokes League Two Play-off Final |
