| Saturday 5th January 2019 |
|---|
| FT | Annan Athletic(1) | 2 | 0 | (0)Elgin City | 326 |
| | Muir (41') | | | |
| FT | Cowdenbeath(1) | 2 | 0 | (0)Berwick Rangers | 384 |
| | Cox (45'), Swann (60') | | | |
| FT | Edinburgh City(0) | 0 | 1 | (0)Stirling Albion | 621 |
| | | | Smith (51') | |
| FT | Peterhead(1) | 1 | 2 | (0)Clyde | 754 |
| | | | Love (86'), Lamont (88') | |
| FT | Queens Park(1) | 2 | 2 | (2)Albion Rovers | 642 |
| | McLaren (14'), Hawke (69') | | | |
| |
| Saturday 12th January 2019 |
|---|
| FT | Albion Rovers(0) | 0 | 2 | (0)Peterhead | 332 |
| | | | Dow (49'), McLean (72') | |
| FT | Berwick Rangers(0) | 0 | 3 | (2)Clyde | 538 |
| | | | McStay (10'), Goodwillie (36'), Rankin (90') | |
| FT | Elgin City(0) | 1 | 4 | (2)Cowdenbeath | 575 |
| | McHardy (66') | | Cox (17'), Renton (38'), Allan (47', 70') | |
| FT | Queens Park(0) | 0 | 4 | (3)Edinburgh City | 526 |
| | | | Galbraith (4'), Smith (8'), Henderson (17', 61') | |
| FT | Stirling Albion(1) | 2 | 1 | (1)Annan Athletic | 617 |
| | MacDonald (21', 76') | | Muir (33') | |
| |
| Saturday 19th January 2019 |
|---|
| FT | Edinburgh City(1) | 1 | 2 | (0)Annan Athletic | |
| | Henderson (40' pen) | | Wilson (46'), Henderson (71' og) | |
| FT | Peterhead(0) | 2 | 0 | (0)Berwick Rangers | |
| | McAllister (72'), Leitch (90') | | | |
| FT | Stirling Albion(1) | 1 | 1 | (1)Queens Park | |
| | Smith (10') | | McLean (28' pen) | |
| |
| Saturday 26th January 2019 |
|---|
| 3pm | Albion Rovers | v | Stirling Albion |
| 3pm | Annan Athletic | v | Peterhead |
| 3pm | Clyde | v | Cowdenbeath |
| 3pm | Elgin City | v | Edinburgh City |
| 3pm | Queens Park | v | Berwick Rangers |
Ladbrokes League Two