| Date | League | Pos | Result | Pos | | xScore | Perf | Home | Away | Wins | Draws | Losses | Points | Pts/Game |
|---|
| 18 Apr | S League 2 | 7 | Annan Athletic 0 - 2 Spartans | 2 |  | 2 - 1  |  | | | 0/1 | 0/1 | 1/1 | 0/3 | 0.0 |
| 11 Apr | S League 2 | 4 | Elgin City 0 - 3 Annan Athletic | 7 |  | - |  | | | 1/2 | 0/2 | 1/2 | 3/6 | 1.5 |
| 4 Apr | S League 2 | 1 | East Kilbride 2 - 1 Annan Athletic | 7 | | 2 - 1  | | | | 1/3 | 0/3 | 2/3 | 3/9 | 1.0 |
| 28 Mar | S League 2 | 8 | Annan Athletic 1 - 0 Stranraer | 4 | | 3 - 1  | | | | 2/4 | 0/4 | 2/4 | 6/12 | 1.5 |
| 21 Mar | S League 2 | 10 | Dumbarton 2 - 1 Annan Athletic | 7 | | 2 - 1 |  | | | 2/5 | 0/5 | 3/5 | 6/15 | 1.2 |
| 14 Mar | S League 2 | 8 | Annan Athletic 3 - 0 FC Edinburgh | 4 | | 2 - 1 | | | | 3/6 | 0/6 | 3/6 | 9/18 | 1.5 |
| 10 Mar | S League 2 | 8 | Annan Athletic 2 - 1 Elgin City | 9 | | 2 - 1 | | | | 4/7 | 0/7 | 3/7 | 12/21 | 1.7 |
| 7 Mar | S League 2 | 9 | Annan Athletic 3 - 3 Stirling Albion | 6 |  | 2 - 1 | | | | 4/8 | 1/8 | 3/8 | 13/24 | 1.6 |
| 28 Feb | S League 2 | 2 | Spartans 4 - 0 Annan Athletic | 8 | | 1 - 0 | | | | 4/9 | 1/9 | 4/9 | 13/27 | 1.4 |
| 24 Feb | S League 2 | 6 | Stirling Albion 2 - 0 Annan Athletic | 8 | | 1 - 0 | | | | 4/10 | 1/10 | 5/10 | 13/30 | 1.3 |
| 21 Feb | S League 2 | 8 | Forfar Athletic 2 - 1 Annan Athletic | 7 | | 2 - 1 | | | | 4/11 | 1/11 | 6/11 | 13/33 | 1.2 |
| 14 Feb | S League 2 | 7 | Annan Athletic 2 - 4 East Kilbride | 2 | | 2 - 5 | | | | 4/12 | 1/12 | 7/12 | 13/36 | 1.1 |
| 10 Feb | S League 2 | 8 | Annan Athletic 1 - 0 Dumbarton | 10 | | 2 - 1  | | | | 5/13 | 1/13 | 7/13 | 16/39 | 1.2 |
| 7 Feb | S League 2 | 5 | Stranraer 0 - 0 Annan Athletic | 7 | | 0 - 1 | | | | 5/14 | 2/14 | 7/14 | 17/42 | 1.2 |
| 31 Jan | S League 2 | 7 | Annan Athletic 1 - 1 Clyde | 2 | | 2 - 1 | | | | 5/15 | 3/15 | 7/15 | 18/45 | 1.2 |
| 24 Jan | S League 2 | 4 | FC Edinburgh 2 - 2 Annan Athletic | 8 | | 1 - 1 | | | | 5/16 | 4/16 | 7/16 | 19/48 | 1.2 |
| 27 Dec | S League 2 | 6 | Annan Athletic 2 - 2 Stranraer | 5 | | 2 - 1 | | | | 5/17 | 5/17 | 7/17 | 20/51 | 1.2 |
| 20 Dec | S League 2 | 3 | East Kilbride 1 - 3 Annan Athletic | 8 | | 3 - 0 | | | | 6/18 | 5/18 | 7/18 | 23/54 | 1.3 |
| 13 Dec | S League 2 | 10 | Annan Athletic 3 - 1 Forfar Athletic | 7 | | 2 - 0 | | | | 7/19 | 5/19 | 7/19 | 26/57 | 1.4 |
| 6 Dec | S League 2 | 10 | Annan Athletic 1 - 1 Spartans | 1 | | 1 - 1 | | | | 7/20 | 6/20 | 7/20 | 27/60 | 1.4 |
| 22 Nov | S League 2 | 3 | Clyde 1 - 0 Annan Athletic | 10 | | 1 - 0 | | | | 7/21 | 6/21 | 8/21 | 27/63 | 1.3 |
| 15 Nov | S League 2 | 8 | Annan Athletic 1 - 1 FC Edinburgh | 6 | | 2 - 2 | | | | 7/22 | 7/22 | 8/22 | 28/66 | 1.3 |
| 8 Nov | S League 2 | 10 | Dumbarton 2 - 1 Annan Athletic | 8 | | 2 - 0 | | | | 7/23 | 7/23 | 9/23 | 28/69 | 1.2 |
| 1 Nov | S League 2 | 9 | Elgin City 2 - 0 Annan Athletic | 7 | | 2 - 1 | | | | 7/24 | 7/24 | 10/24 | 28/72 | 1.2 |
| 18 Oct | S League 2 | 7 | Annan Athletic 1 - 1 Stirling Albion | 5 | | 1 - 1 | | | | 7/25 | 8/25 | 10/25 | 29/75 | 1.2 |
| 4 Oct | S League 2 | 10 | Stranraer 0 - 1 Annan Athletic | 8 | | 0 - 1 | | | | 8/26 | 8/26 | 10/26 | 32/78 | 1.2 |
| 27 Sep | S League 2 | 9 | Annan Athletic 3 - 1 East Kilbride | 2 | | 1 - 5 | | | | 9/27 | 8/27 | 10/27 | 35/81 | 1.3 |
| 20 Sep | S League 2 | 6 | Forfar Athletic 1 - 0 Annan Athletic | 9 | | 2 - 1 | | | | 9/28 | 8/28 | 11/28 | 35/84 | 1.3 |
| 13 Sep | S League 2 | 7 | Annan Athletic 0 - 6 Clyde | 8 | | 1 - 1 | | | | 9/29 | 8/29 | 12/29 | 35/87 | 1.2 |
| 30 Aug | S League 2 | 1 | Spartans 1 - 0 Annan Athletic | 6 | | 2 - 1 | | | | 9/30 | 8/30 | 13/30 | 35/90 | 1.2 |
| 23 Aug | S League 2 | 4 | Annan Athletic 3 - 4 Dumbarton | 7 | | - | | | | 9/31 | 8/31 | 14/31 | 35/93 | 1.1 |
| 16 Aug | S League 2 | 5 | FC Edinburgh 2 - 2 Annan Athletic | 1 | | 2 - 1 | | | | 9/32 | 9/32 | 14/32 | 36/96 | 1.1 |
| 9 Aug | S League 2 | 3 | Stirling Albion 0 - 0 Annan Athletic | 2 | | - | | | | 9/33 | 10/33 | 14/33 | 37/99 | 1.1 |
| 2 Aug | S League 2 | - | Annan Athletic 3 - 2 Elgin City | - | | - | - | | | 10/34 | 10/34 | 14/34 | 40/102 | 1.2 |