| 1 | Sat 8 Aug 2015 | 11-0 v Queens ParkQueens Park 0-1 Annan Athletic | Scottish League Two |
| 2 | Sat 15 Aug 2015 | 11-1 v Stirling AlbionAnnan Athletic 1-1 Stirling Albion | Scottish League Two |
| 3 | Tue 18 Aug 2015 | 11-2 v St MirrenAnnan Athletic 1-2 St Mirren | Petrofac Training Cup First Round |
| 4 | Sat 22 Aug 2015 | 11-3 v East StirlingshireEast Stirlingshire 3-1 Annan Athletic | Scottish League Two |
| 5 | Sat 29 Aug 2015 | 13-2 v MontroseAnnan Athletic 3-2 Montrose | Scottish League Two |
| 6 | Sat 5 Sep 2015 | 12-0 v East FifeAnnan Athletic 2-0 East Fife | Scottish League Two |
| 7 | Sat 12 Sep 2015 | 12-4 v ClydeClyde 4-2 Annan Athletic | Scottish League Two |
| 8 | Sat 19 Sep 2015 | 12-0 v Berwick RangersBerwick Rangers 0-2 Annan Athletic | Scottish League Two |
| 9 | Sat 26 Sep 2015 | 11-1 v Elgin CityAnnan Athletic 1-1 Elgin City | Scottish League Two |
| 10 | Sat 3 Oct 2015 | 12-0 v ArbroathArbroath 0-2 Annan Athletic | Scottish League Two |
| 11 | Sat 17 Oct 2015 | 13-1 v Queens ParkAnnan Athletic 3-1 Queens Park | Scottish League Two |
| 12 | Sat 24 Oct 2015 | 14-1 v Berwick RangersAnnan Athletic 4-1 Berwick Rangers | Scottish FA Cup Second Round |
| 13 | Sat 31 Oct 2015 | 11-0 v East FifeEast Fife 0-1 Annan Athletic | Scottish League Two |
| 14 | Sat 7 Nov 2015 | 12-3 v Elgin CityElgin City 3-2 Annan Athletic | Scottish League Two |
| 15 | Sat 14 Nov 2015 | 11-0 v Berwick RangersAnnan Athletic 1-0 Berwick Rangers | Scottish League Two |
| 16 | Sat 21 Nov 2015 | 12-2 v ArbroathAnnan Athletic 2-2 Arbroath | Scottish League Two |
| 17 | Sat 28 Nov 2015 | 14-4 v Inverurie LocoInverurie Loco 4-4 Annan Athletic | Scottish FA Cup Third Round |
| 18 | Tue 8 Dec 2015 | 11-0 v Inverurie LocoAnnan Athletic 1-0 Inverurie Loco | Scottish FA Cup Third Round Replay |
| 19 | Sat 12 Dec 2015 | 13-1 v East StirlingshireAnnan Athletic 3-1 East Stirlingshire | Scottish League Two |
| 20 | Tue 15 Dec 2015 | 11-1 v MontroseMontrose 1-1 Annan Athletic | Scottish League Two |
| 21 | Sat 19 Dec 2015 | 10-1 v Stirling AlbionStirling Albion 1-0 Annan Athletic | Scottish League Two |
| 22 | Sat 26 Dec 2015 | 12-3 v ClydeAnnan Athletic 2-3 Clyde | Scottish League Two |
| 23 | Sat 9 Jan 2016 | 14-1 v Hamilton AcademicalAnnan Athletic 4-1 Hamilton Academical | Scottish FA Cup Fourth Round |
| 24 | Sat 16 Jan 2016 | 12-4 v East FifeAnnan Athletic 2-4 East Fife | Scottish League Two |
| 25 | Sat 23 Jan 2016 | 11-2 v ArbroathArbroath 2-1 Annan Athletic | Scottish League Two |
| 26 | Sat 30 Jan 2016 | 14-2 v Elgin CityAnnan Athletic 4-2 Elgin City | Scottish League Two |
| 27 | Sat 6 Feb 2016 | 11-4 v MortonAnnan Athletic 1-4 Morton | Scottish FA Cup Fifth Round |
| 28 | Tue 15 Mar 2016 | 13-1 v Queens ParkQueens Park 1-3 Annan Athletic | Scottish League Two |
| 29 | Sat 19 Mar 2016 | 11-0 v Berwick RangersAnnan Athletic 1-0 Berwick Rangers | Scottish League Two |
| 30 | Tue 22 Mar 2016 | 11-2 v ClydeClyde 2-1 Annan Athletic | Scottish League Two |
| 31 | Sat 26 Mar 2016 | 15-0 v MontroseMontrose 0-5 Annan Athletic | Scottish League Two |
| 32 | Sat 2 Apr 2016 | 12-2 v Elgin CityElgin City 2-2 Annan Athletic | Scottish League Two |
| 33 | Sat 9 Apr 2016 | 14-1 v ArbroathAnnan Athletic 4-1 Arbroath | Scottish League Two |
| 34 | Sat 16 Apr 2016 | 11-3 v East StirlingshireAnnan Athletic 1-3 East Stirlingshire | Scottish League Two |
| 35 | Sat 23 Apr 2016 | 11-2 v Stirling AlbionStirling Albion 2-1 Annan Athletic | Scottish League Two |
| 36 | Sat 30 Apr 2016 | 11-0 v Queens ParkAnnan Athletic 1-0 Queens Park | Scottish League Two |
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