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| 24.08.2019 | 16:00 | Albion Rovers | - | Brechin City FC | 0:1 (0:1) | |
| 16:00 | Cowdenbeath FC | - | Annan Athletic | 3:1 (1:0) | ||
| 16:00 | Queen's Park FC | - | Elgin City | 0:0 (0:0) | ||
| 16:00 | Stenhousemuir FC | - | Edinburgh City FC | 1:3 (1:0) | ||
| 16:00 | Stirling Albion FC | - | Cove Rangers | 1:2 (0:1) |
| » Classement | équipe recevante | à l'extérieur | Premier tour | Second tour |
| # | Équipe | M. | G. | N. | P. | Buts | Diff. | Pts. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Cove Rangers | 4 | 3 | 1 | 0 | 14:7 | 7 | 10 |
| 2 |
|
Edinburgh City FC | 4 | 3 | 0 | 1 | 6:7 | -1 | 9 |
| 3 |
|
Queen's Park FC | 4 | 2 | 2 | 0 | 5:1 | 4 | 8 |
| 4 |
|
Annan Athletic | 4 | 2 | 1 | 1 | 6:6 | 0 | 7 |
| 5 |
|
Cowdenbeath FC | 4 | 2 | 0 | 2 | 6:7 | -1 | 6 |
| 6 |
|
Elgin City | 4 | 1 | 2 | 1 | 4:2 | 2 | 5 |
| 7 |
|
Albion Rovers | 4 | 1 | 1 | 2 | 9:10 | -1 | 4 |
| 8 |
|
Stenhousemuir FC | 4 | 1 | 1 | 2 | 5:7 | -2 | 4 |
| 9 |
|
Brechin City FC | 4 | 1 | 0 | 3 | 2:6 | -4 | 3 |
| 10 |
|
Stirling Albion FC | 4 | 0 | 0 | 4 | 1:5 | -4 | 0 |
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