Summary of previous matches between the team of Montrose and the team of Annan Athletic since 2008-08-23:
Montrose won 14 matches against Annan Athletic, lost 18 matches, and 18 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2018-09-15 | Scottish Division Two | Edinburgh City | 2 : 1 | Annan Athletic |
| 2018-09-08 | Scotland Bells Challenge Cup | Arbroath | 3 : 0 | Annan Athletic |
| 2018-09-01 | Scottish Division Two | Annan Athletic | 1 : 2 | Clyde |
| 2018-08-25 | Scottish Division Two | Berwick Rangers | 0 : 3 | Annan Athletic |
| 2018-08-18 | Scottish Division Two | Annan Athletic | 3 : 1 | Queen"s Park |
| 2018-08-15 | Scotland Bells Challenge Cup | Annan Athletic | 4 : 0 | Celtic U21 |
| 2018-08-11 | Scottish Division Two | Cowdenbeath | 1 : 2 | Annan Athletic |
| 2018-08-04 | Scottish Division Two | Annan Athletic | 1 : 1 | Elgin City |
| 2018-07-04 | International Club Friendly | Gretna | 0 : 0 | Annan Athletic |
| 2018-06-30 | International Club Friendly | Annan Athletic | 2 : 2 | Queen of South |
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