| 6.12.20162016-12-6 20:45:00 | 20:45 | FA Cup | 3. R | Clyde - Arbroath | -:- |
| 22.10.20162016-10-22 16:00:00 | 16:00 | FA Cup | 2. R | Brora Rangers - Clyde | 0:2 (0:0) |
| 2.8.20162016-8-2 20:30:00 | 20:30 | Challenge Cup | 1. R | Clyde - Partick Thistle U20 | 0:5 (0:0) |
| 26.7.20162016-7-26 20:45:00 | 20:45 | League Cup Grp. H | 4. R | Albion Rovers - Clyde | 1:2 (0:0) |
| 23.7.20162016-7-23 16:00:00 | 16:00 | League Cup Grp. H | 3. R | Clyde - Berwick Rangers | 7:6 (0:0) |
| 19.7.20162016-7-19 20:45:00 | 20:45 | League Cup Grp. H | 2. R | Greenock Morton - Clyde | 1:0 (0:0) |
| 16.7.20162016-7-16 16:00:00 | 16:00 | League Cup Grp. H | 1. R | Clyde - Kilmarnock | 1:2 (0:0) |
| 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) |