| Celtic | | | |
November 29, 2020  0- 2  |
| St Mirren |
December 15, 2020  3- 2  |
| Ross County |
| | Livingston |
| Falkirk | January 23, 2021  1- 0 |
November 29, 2020  0- 4 |
| Rangers |
| |
| Rangers |
| | Livingston |
| Livingston | February 28, 2021 0- 1  |
November 28, 2020 4- 0  |
| Livingston |
December 15, 2020 2- 0 |
| Ayr Utd |
| | St Mirren |
| St Mirren | |
November 28, 2020 2- 1  |
| Ross County |
| |
| Aberdeen |
| |
| Hibs |
November 28, 2020  1- 0  |
| Alloa |
December 15, 2020  1- 2 |
| Dundee |
| | St Johnstone |
| Arbroath | January 23, 2021 3- 0 |
November 28, 2020  1- 3  |
| Hibs |
| |
| Dunfermline |
| | St Johnstone |
| Motherwell | |
November 28, 2020  1- 2 |
| Dunfermline |
December 15, 2020 1- 1 Recap |
| St Johnstone |
| | Hibs |
| Alloa | |
November 28, 2020 1- 0  Recap |
| St Johnstone |
| |
| Hearts |
Kilmarnock
Clyde
Dumbarton
Elgin
Stirling
Montrose
Edinburgh City
Airdrie
Stenhousemuir
Dundee Utd
Peterhead
Kelty Hearts
Brechin
Raith
Inverness CT
East Fife
Cowdenbeath
QoS
Partick
Morton
Queen's Park