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| 26/10/2019 | 15:00 | Elgin City | - | Queen's Park FC | 3:1 (3:1) | |
| 29/10/2019 | 19:45 | Cove Rangers | - | Albion Rovers | 3:0 (1:0) | |
| 19:45 | Edinburgh City FC | - | Stenhousemuir FC | 4:0 (2:0) | ||
| 19:45 | Stirling Albion FC | - | Cowdenbeath FC | 0:0 (0:0) | ||
| 12/11/2019 | 19:45 | Annan Athletic | - | Brechin City FC | 5:2 (3:2) |
| » Tables | Home | Away | First round | Second round |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Cove Rangers | 10 | 8 | 1 | 1 | 31:12 | 19 | 25 |
| 2 |
|
Edinburgh City FC | 10 | 7 | 1 | 2 | 22:13 | 9 | 22 |
| 3 |
|
Cowdenbeath FC | 10 | 7 | 1 | 2 | 16:8 | 8 | 22 |
| 4 |
|
Annan Athletic | 10 | 4 | 3 | 3 | 14:17 | -3 | 15 |
| 5 |
|
Elgin City | 10 | 3 | 3 | 4 | 14:12 | 2 | 12 |
| 6 |
|
Stenhousemuir FC | 10 | 3 | 3 | 4 | 11:18 | -7 | 12 |
| 7 |
|
Queen's Park FC | 10 | 2 | 3 | 5 | 9:15 | -6 | 9 |
| 8 |
|
Albion Rovers | 10 | 2 | 2 | 6 | 14:22 | -8 | 8 |
| 9 |
|
Stirling Albion FC | 10 | 1 | 4 | 5 | 5:9 | -4 | 7 |
| 10 |
|
Brechin City FC | 10 | 2 | 1 | 7 | 10:20 | -10 | 7 |
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