| 1.11.20162016-11-1 20:45:00 | 20:45 | FA Cup | 2. R | Forfar Athletic - Edinburgh City | 0:1 (0:0) |
| 22.10.20162016-10-22 16:00:00 | 16:00 | FA Cup | 2. R | Edinburgh City - Forfar Athletic | 0:0 (0:0) |
| 8.10.20162016-10-8 16:05:00 | 16:05 | Challenge Cup | 4. R | Forfar Athletic - TNS | 1:3 (1:1) |
| 3.9.20162016-9-3 16:00:00 | 16:00 | Challenge Cup | 3. R | Forfar Athletic - Raith Rovers | 3:2 (2:1) |
| 16.8.20162016-8-16 20:45:00 | 20:45 | Challenge Cup | 2. R | Aberdeen U20 - Forfar Athletic | 1:3 (0:1) |
| 30.7.20162016-7-30 16:00:00 | 16:00 | League Cup Grp. A | 5. R | Dundee FC - Forfar Athletic | 7:0 (3:0) |
| 22.10.20162016-10-22 16:00:00 | 16:00 | FA Cup | 2. R | Cowdenbeath - East Kilbride | 0:1 (0:1) |
| 16.8.20162016-8-16 20:45:00 | 20:45 | Challenge Cup | 2. R | Cowdenbeath - Celtic U20 | 1:2 (1:0) |
| 27.7.20162016-7-27 20:45:00 | 20:45 | League Cup Grp. C | 4. R | Arbroath - Cowdenbeath | 0:2 (0:2) |
| 23.7.20162016-7-23 16:00:00 | 16:00 | League Cup Grp. C | 3. R | Cowdenbeath - Dunfermline Athletic | 0:3 (0:0) |
| 19.7.20162016-7-19 20:45:00 | 20:45 | League Cup Grp. C | 2. R | Dundee United - Cowdenbeath | 6:1 (4:1) |
| 16.7.20162016-7-16 16:00:00 | 16:00 | League Cup Grp. C | 1. R | Cowdenbeath - Inverness CT | 1:2 (1:1) |