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| 07.10.2016 | 20:45 | Ayr United | - | Falkirk FC | 1:0 (0:0, 0:0) n.V. | |
| 08.10.2016 | 14:00 | Bala Town | - | Alloa Athletic | 2:4 (0:3) | |
| 15:00 | Stranraer FC | - | Dundee United | 0:1 (0:0) | ||
| 16:00 | Forfar Athletic | - | The New Saints | 1:3 (1:1) | ||
| 16:00 | Hibernian FC | - | St. Mirren FC | 1:2 (1:1) | ||
| 16:00 | Dunfermline Athletic | - | Queen's Park FC | 2:1 (0:0) | ||
| 09.10.2016 | 14:00 | Queen Of The South | - | Linfield FC | 2:0 (0:0, 0:0) n.V. | |
| 01.11.2016 | 20:45 | Crusaders FC | - | Livingston FC | 0:3 (0:0) |
