| Pts | P | V | E | D | GM | GR | |||
|---|---|---|---|---|---|---|---|---|---|
| 1 |  | Hearts | 9 | 4 | 3 | 0 | 1 | 6 | 3 |
| 2 |  | East Fife | 8 | 4 | 3 | 0 | 1 | 5 | 3 |
| 3 |  | Dundee United | 7 | 4 | 2 | 0 | 2 | 6 | 4 |
| 4 |  | Stenhousemuir | 3 | 4 | 1 | 0 | 3 | 4 | 6 |
| 5 |  | Cowdenbeath | 3 | 4 | 1 | 0 | 3 | 2 | 7 |
| 2019/07/12 | Grp.A | Hearts | | 1-1 (5-3 pen.) | | Dundee United | ||||
| 2019/07/13 | Grp.A | Cowdenbeath | | 2-0 | | East Fife | ||||
| 2019/07/16 | Grp.A | Stenhousemuir | | 1-2 | | Dundee United | ||||
| 2019/07/16 | Grp.A | Cowdenbeath | | 0-2 | | Hearts | ||||
| 2019/07/19 | Grp.A | Dundee United | | 3-0 | | Cowdenbeath | ||||
| 2019/07/20 | Grp.A | East Fife | | 2-0 | | Stenhousemuir | ||||
| 2019/07/23 | Grp.A | Dundee United | | 0-2 | | East Fife | ||||
| 2019/07/24 | Grp.A | Hearts | | 2-1 | | Stenhousemuir | ||||
| 2019/07/27 | Grp.A | Stenhousemuir | | 2-0 | | Cowdenbeath | ||||
| 2019/07/27 | Grp.A | East Fife | | 1-1 (7-6 pen.) | | Hearts |
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