| 1 | Sat 2 Aug 2014 | 141-5 v Dunfermline AthleticDunfermline Athletic 5-1 Annan Athletic | Scottish Communities Cup First Round |
| 2 | Sat 23 Aug 2014 | 110-2 v MontroseMontrose 2-0 Annan Athletic | Scottish League Two |
| 3 | Sat 30 Aug 2014 | 113-3 v Elgin CityAnnan Athletic 3-3 Elgin City | Scottish League Two |
| 4 | Sat 27 Sep 2014 | 121-1 v ClydeClyde 1-1 Annan Athletic | Scottish League Two |
| 5 | Sat 22 Nov 2014 | 120-2 v Berwick RangersBerwick Rangers 2-0 Annan Athletic | Scottish League Two |
| 6 | Sat 6 Dec 2014 | 122-3 v ArbroathArbroath 3-2 Annan Athletic | Scottish League Two |
| 7 | Sat 13 Dec 2014 | 122-1 v East FifeAnnan Athletic 2-1 East Fife | Scottish League Two |
| 8 | Sat 20 Dec 2014 | 120-0 v Queens ParkQueens Park 0-0 Annan Athletic | Scottish League Two |
| 9 | Sat 27 Dec 2014 | 22-1 v ClydeAnnan Athletic 2-1 Clyde | Scottish League Two |
| 10 | Sat 3 Jan 2015 | 20-2 v Albion RoversAlbion Rovers 2-0 Annan Athletic | Scottish League Two |
| 11 | Sat 10 Jan 2015 | 22-3 v Elgin CityAnnan Athletic 2-3 Elgin City | Scottish League Two |
| 12 | Sat 17 Jan 2015 | 23-1 v East StirlingshireEast Stirlingshire 1-3 Annan Athletic | Scottish League Two |
| 13 | Sat 24 Jan 2015 | 24-2 v Berwick RangersAnnan Athletic 4-2 Berwick Rangers | Scottish League Two |
| 14 | Sat 31 Jan 2015 | 21-2 v MontroseMontrose 2-1 Annan Athletic | Scottish League Two |
| 15 | Sat 14 Feb 2015 | 22-0 v Queens ParkAnnan Athletic 2-0 Queens Park | Scottish League Two |
| 16 | Sat 21 Feb 2015 | 22-0 v ArbroathAnnan Athletic 2-0 Arbroath | Scottish League Two |
| 17 | Sat 28 Feb 2015 | 21-2 v East FifeEast Fife 2-1 Annan Athletic | Scottish League Two |
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