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| 17.08.2019 | 16:00 | Annan Athletic | - | Albion Rovers | 3:2 (3:1) | |
| 16:00 | Brechin City FC | - | Queen's Park FC | 0:3 (0:2) | ||
| 16:00 | Cove Rangers | - | Cowdenbeath FC | 3:2 (1:0) | ||
| 16:00 | Edinburgh City FC | - | Stirling Albion FC | 1:0 (0:0) | ||
| 16:00 | Elgin City | - | Stenhousemuir FC | 0:1 (0:0) |
| » Classement | équipe recevante | à l'extérieur | Premier tour | Second tour |
| # | Équipe | M. | G. | N. | P. | Buts | Diff. | Pts. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Cove Rangers | 3 | 2 | 1 | 0 | 12:6 | 6 | 7 |
| 2 |
|
Queen's Park FC | 3 | 2 | 1 | 0 | 5:1 | 4 | 7 |
| 3 |
|
Annan Athletic | 3 | 2 | 1 | 0 | 5:3 | 2 | 7 |
| 4 |
|
Edinburgh City FC | 3 | 2 | 0 | 1 | 3:6 | -3 | 6 |
| 5 |
|
Elgin City | 3 | 1 | 1 | 1 | 4:2 | 2 | 4 |
| 6 |
|
Albion Rovers | 3 | 1 | 1 | 1 | 9:9 | 0 | 4 |
| 7 |
|
Stenhousemuir FC | 3 | 1 | 1 | 1 | 4:4 | 0 | 4 |
| 8 |
|
Cowdenbeath FC | 3 | 1 | 0 | 2 | 3:6 | -3 | 3 |
| 9 |
|
Stirling Albion FC | 3 | 0 | 0 | 3 | 0:3 | -3 | 0 |
| 10 |
|
Brechin City FC | 3 | 0 | 0 | 3 | 1:6 | -5 | 0 |
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