| Ev Sahibi | Deplasman | İy. | |||||||
|---|---|---|---|---|---|---|---|---|---|
| 15.07 | LEC |  |
 |
Kilmarnock | 3-0 | Annan Athletic |  |
2-0
|
   |
| 18.07 | LEC | |
 |
Dunfermline Athletic | 4-0 | Annan Athletic | |
2-0
|
|
| 22.07 | LEC | |
|
Annan Athletic | 1-2 | Albion Rovers | |
1-0
|
|
| 29.07 | LEC | |
|
Annan Athletic | 2-3 | Raith Rovers |  |
2-1
|
|
| 15.08 | CHC |  |
|
Annan Athletic | 3-1 | Stranraer | |
1-1
|
|
| 09.09 | CHC | |
|
Annan Athletic | 0-2 | Peterhead | |
0-1
|
|
| 25.11 | SFA | |
Annan Athletic | 4-5 | Dumbarton | |
0-2
|
|
