Home History
| Scotland League Two | 2014/08/09 14:00 | Montrose v East Stirlingshire | W | 4-1 |
| Scotland League Cup | 2014/08/02 14:00 | Montrose v Falkirk | L | 1-3 |
| Scotland League Challenge Cup | 2014/07/26 14:00 | Montrose v Peterhead | L | 0-3 |
| Club Friendly List | 2014/07/08 18:45 | Alloa v Montrose | L | 1-0 |
| Club Friendly List | 2014/07/05 13:00 | Brechin v Montrose | L | 1-0 |
Away History
| Scotland League Two | 2014/08/16 14:00 | Annan Athletic v Queen's Park | L | 0-1 |
| Scotland League Two | 2014/08/09 14:00 | Albion v Annan Athletic | L | 2-1 |
| Scotland League Cup | 2014/08/02 14:00 | Dunfermline v Annan Athletic | L | 5-1 |
| Club Friendly List | 2014/07/29 18:30 | Annan Athletic v Blackburn U23 | L | 0-5 |
| Scotland League Challenge Cup | 2014/07/26 14:00 | Hearts v Annan Athletic | L | 3-1 |
| Scotland League One Play-Offs | 2014/05/10 14:00 | Annan Athletic v Stirling | L | 3-5 |
| Scotland League One Play-Offs | 2014/05/07 18:45 | Stirling v Annan Athletic | L | 3-1 |