| Friday 4th January 2019 |
|---|
| FT | Greenock Morton(0) | 1 | 0 | (0)Ross County | 1,537 |
| | Waddell (66') | | | |
| |
| Saturday 5th January 2019 |
|---|
| FT | Ayr United(0) | 0 | 1 | (0)Falkirk | 2,729 |
| FT | Dundee United(0) | 1 | 1 | (1)Partick Thistle | 5,282 |
| | Fyvie (62') | | Doolan (9') | |
| FT | Dunfermline Athletic(2) | 2 | 2 | (0)Alloa Athletic | 4,723 |
| | Keena (18'), Flannigan (27' og) | | Trouten (50', 90') | |
| FT | Inverness Caledonian Thistle(0) | 1 | 2 | (0)Queen of the South | 2,225 |
| | Walsh (69') | | Mercer (83'), Dobbie (84') | |
| |
| Saturday 12th January 2019 |
|---|
| FT | Alloa Athletic(0) | 2 | 1 | (1)Greenock Morton | 931 |
| | Trouten (66' pen), Waddell (75' og) | | Millar (11') | |
| FT | Dundee United(0) | 1 | 0 | (0)Dunfermline Athletic | 5,913 |
| FT | Inverness Caledonian Thistle(0) | 1 | 0 | (0)Ayr United | 2,283 |
| | White (63') | | | |
| FT | Partick Thistle(0) | 1 | 1 | (0)Falkirk | 4,438 |
| | Spittal (60') | | Rudden (75') | |
| FT | Queen of the South(2) | 4 | 0 | (0)Ross County | 1,386 |
| | Dobbie (13', 77'), Doyle (45'), Maguire (65') | | | |
| |
| Friday 25th January 2019 |
|---|
| 7.45pm | Ayr United | v | Dundee United |
| |
| Saturday 26th January 2019 |
|---|
| 3pm | Falkirk | v | Inverness Caledonian Thistle |
| 3pm | Greenock Morton | v | Dunfermline Athletic |
| 3pm | Partick Thistle | v | Queen of the South |
| 3pm | Ross County | v | Alloa Athletic |
| |
| Tuesday 29th January 2019 |
|---|
| 7.45pm | Ayr United | v | Inverness Caledonian Thistle |
Ladbrokes Championship