| Possession | Shots (on target) | Corners |
| 49% 51% | (6) 13 14 (6) | 7 6 |
L | 2020-11-10 | Stirling Albion |  | 2-1 |  | Montrose | Grp.D | ||
L | 2020-10-13 | Montrose | | 0-2 |  | Elgin City | Grp.D | ||
L | 2020-10-10 | Arbroath |  | 3-1 | | Montrose | Grp.D | ||
D | 2020-10-07 | Montrose | | 3-3(4-5 pens) |  | Ross County | Grp.D |
L | 2020-12-16 | Livingston |  | 2-0 | | Ross County | QF | ||
W | 2020-11-29 | Celtic |  | 0-2 | | Ross County | 2R | ||
W | 2020-11-14 | Ross County | | 3-0 | | Stirling Albion | Grp.D | ||
W | 2020-11-10 | Elgin City | | 1-4 | | Ross County | Grp.D | ||
W | 2020-10-13 | Ross County | | 2-1 | | Arbroath | Grp.D | ||
D | 2020-10-07 | Montrose | | 3-3(4-5 pens) | | Ross County | Grp.D |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Ross County | 4 | 12 | 5 | 11 |
| 2 | | Arbroath | 4 | 9 | 4 | 9 |
| 3 | | Elgin City | 4 | 5 | 7 | 6 |
| 4 | | Stirling Albion | 4 | 3 | 8 | 3 |
| 5 | | Montrose | 4 | 5 | 10 | 1 |
