| 6.12.20162016-12-6 20:45:00 | 20:45 | FA Cup | 3. R | Dumbarton - Bonnyrigg Rose Athletic | -:- |
| 26.11.20162016-11-26 14:40:00 | 14:40 | FA Cup | 3. R | Bonnyrigg Rose Athletic - Dumbarton | 0:0 (0:0) |
| 3.9.20162016-9-3 16:00:00 | 16:00 | Challenge Cup | 3. R | Stranraer - Dumbarton | 1:0 (0:0) |
| 30.7.20162016-7-30 16:00:00 | 16:00 | League Cup Grp. A | 5. R | Dumbarton - Peterhead | 8:9 (2:1) |
| 23.7.20162016-7-23 16:00:00 | 16:00 | League Cup Grp. A | 3. R | Dundee FC - Dumbarton | 6:2 (1:2) |
| 19.7.20162016-7-19 20:45:00 | 20:45 | League Cup Grp. A | 2. R | Dumbarton - East Fife | 0:2 (0:2) |
| 16.7.20162016-7-16 16:00:00 | 16:00 | League Cup Grp. A | 1. R | Forfar Athletic - Dumbarton | 7:5 (1:0) |
| 21.1.20172017-1-21 16:00:00 | 16:00 | FA Cup | 4. R | Stirling Albion - Clyde/Arbroath | -:- |
| 3.12.20162016-12-3 16:05:00 | 16:05 | FA Cup | 3. R | Stirling Albion - Wick Academy | 2:0 (1:0) |
| 22.10.20162016-10-22 16:00:00 | 16:00 | FA Cup | 2. R | Linlithgow Rose - Stirling Albion | 0:3 (0:1) |
| 2.8.20162016-8-2 20:45:00 | 20:45 | Challenge Cup | 1. R | Stirling Albion - Hearts U20 | 2:3 (2:0) |
| 30.7.20162016-7-30 16:00:00 | 16:00 | League Cup Grp. B | 5. R | St.Johnstone - Stirling Albion | 4:0 (3:0) |
| 26.7.20162016-7-26 20:45:00 | 20:45 | League Cup Grp. B | 4. R | Stirling Albion - Elgin City | 4:1 (1:1) |
| 19.7.20162016-7-19 20:45:00 | 20:45 | League Cup Grp. B | 2. R | Brechin City - Stirling Albion | 2:1 (1:1) |