| August 12, 2020 | ||
| Aberdeen | 20:45 | Hamilton Acade… |
| August 15, 2020 | ||
| Celtic | 16:00 | Aberdeen |
| September 26, 2020 | ||
| Hamilton Acade… | 16:00 | Dundee United |
| Livingston | 16:00 | St. Johnstone |
| St. Mirren | 16:00 | Kilmarnock |
| September 27, 2020 | ||
| Motherwell | 13:00 | Rangers |
| Celtic | 16:00 | Hibernian |
| Ross County | 16:00 | Aberdeen |
| October 2, 2020 | ||
| Rangers | 20:45 | Ross County |
| Kilmarnock | 20:45 | Motherwell |
| Hibernian | 20:45 | Hamilton Acade… |
| Dundee United | 20:45 | Livingston |
| Aberdeen | 20:45 | St. Mirren |
| St. Johnstone | 21:15 | Celtic |
| October 17, 2020 | ||
| Celtic | 13:30 | Rangers |
| Dundee United | 16:00 | Aberdeen |
| Hamilton Acade… | 16:00 | St. Johnstone |
| Livingston | 16:00 | Kilmarnock |
| Ross County | 16:00 | Hibernian |
| St. Mirren | 16:00 | Motherwell |
