| 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) |
