 |
 |
| 1. Round | ||||||
|---|---|---|---|---|---|---|
| 20/04/2019 | 15:00 | Hamilton Academical | - | Motherwell FC | 1:1 (0:1) | |
| 15:00 | Livingston FC | - | St. Mirren FC | 1:3 (1:1) | ||
| 15:00 | St. Johnstone FC | - | Dundee FC | 2:0 (0:0) | ||
| 2. Round | ||||||
| 27/04/2019 | 15:00 | Hamilton Academical | - | Livingston FC | 3:3 (1:0) | |
| 15:00 | Motherwell FC | - | Dundee FC | 4:3 (2:2) | ||
| 15:00 | St. Mirren FC | - | St. Johnstone FC | 1:1 (0:0) | ||
| 3. Round | ||||||
| 04/05/2019 | 15:00 | Dundee FC | - | Hamilton Academical | 0:1 (0:0) | |
| 15:00 | Motherwell FC | - | St. Mirren FC | 1:1 (0:0) | ||
| 15:00 | St. Johnstone FC | - | Livingston FC | 1:1 (1:0) | ||
| 4. Round | ||||||
| 11/05/2019 | 15:00 | Livingston FC | - | Dundee FC | 0:1 (0:1) | |
| 15:00 | St. Johnstone FC | - | Motherwell FC | 2:0 (1:0) | ||
| 13/05/2019 | 19:45 | St. Mirren FC | - | Hamilton Academical | 2:0 (0:0) | |
| 5. Round | ||||||
| 18/05/2019 | 12:30 | Dundee FC | - | St. Mirren FC | 2:3 (1:0) | |
| 12:30 | Hamilton Academical | - | St. Johnstone FC | 2:0 (1:0) | ||
| 12:30 | Motherwell FC | - | Livingston FC | 3:2 (3:0) | ||
