| 14 Mar 2009 |
Annan Athletic
|
3–1
|
Cowdenbeath
|
H
|
SCO · Scottish League Two
|
| 07 Mar 2009 |
Annan Athletic
|
6–0
|
Elgin City
|
H
|
SCO · Scottish League Two
|
| 03 Mar 2009 |
Forfar Athletic
|
2–1
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 28 Feb 2009 |
Albion Rovers
|
2–1
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 24 Feb 2009 |
Berwick Rangers
|
1–1
|
Annan Athletic
|
D
|
SCO · Scottish League Two
|
| 21 Feb 2009 |
Annan Athletic
|
1–0
|
Forfar Athletic
|
H
|
SCO · Scottish League Two
|
| 07 Feb 2009 |
Annan Athletic
|
1–1
|
Stenhousemuir
|
D
|
SCO · Scottish League Two
|
| 31 Jan 2009 |
Cowdenbeath
|
1–0
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 24 Jan 2009 |
Annan Athletic
|
4–0
|
East Stirlingshire
|
H
|
SCO · Scottish League Two
|
| 17 Jan 2009 |
Montrose
|
0–3
|
Annan Athletic
|
A
|
SCO · Scottish League Two
|
| 27 Dec 2008 |
Stenhousemuir
|
0–0
|
Annan Athletic
|
D
|
SCO · Scottish League Two
|
| 20 Dec 2008 |
Annan Athletic
|
2–1
|
Dumbarton
|
H
|
SCO · Scottish League Two
|
| 13 Dec 2008 |
Annan Athletic
|
1–2
|
Berwick Rangers
|
A
|
SCO · Scottish League Two
|
| 22 Nov 2008 |
Annan Athletic
|
5–0
|
Elgin City
|
H
|
SCO · Scottish League Two
|
| 15 Nov 2008 |
Albion Rovers
|
0–1
|
Annan Athletic
|
A
|
SCO · Scottish League Two
|
| 12 Nov 2008 |
East Stirlingshire
|
2–1
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 08 Nov 2008 |
Annan Athletic
|
1–2
|
Montrose
|
A
|
SCO · Scottish League Two
|
| 01 Nov 2008 |
Annan Athletic
|
1–2
|
Spartans
|
A
|
SCO · Scottish Cup
|
| 18 Oct 2008 |
Annan Athletic
|
0–1
|
Cowdenbeath
|
A
|
SCO · Scottish League Two
|
| 04 Oct 2008 |
Dumbarton
|
4–1
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 27 Sep 2008 |
Berwick Rangers
|
3–0
|
Annan Athletic
|
H
|
SCO · Scottish League Two
|
| 20 Sep 2008 |
Annan Athletic
|
1–3
|
Forfar Athletic
|
A
|
SCO · Scottish League Two
|
| 13 Sep 2008 |
Elgin City
|
1–2
|
Annan Athletic
|
A
|
SCO · Scottish League Two
|
| 30 Aug 2008 |
Annan Athletic
|
2–4
|
Albion Rovers
|
A
|
SCO · Scottish League Two
|
| 23 Aug 2008 |
Montrose
|
1–1
|
Annan Athletic
|
D
|
SCO · Scottish League Two
|
| 16 Aug 2008 |
Annan Athletic
|
2–1
|
East Stirlingshire
|
H
|
SCO · Scottish League Two
|
| 09 Aug 2008 |
Annan Athletic
|
1–1
|
Stenhousemuir
|
D
|
SCO · Scottish League Two
|
| 05 Aug 2008 |
Dumbarton
|
1–1
|
Annan Athletic
|
D
|
SCO · Scottish League Cup
|
| 02 Aug 2008 |
Cowdenbeath
|
1–4
|
Annan Athletic
|
A
|
SCO · Scottish League Two
|
| 27 Oct 2007 |
Annan Athletic
|
2–5
|
Huntly
|
A
|
SCO · Scottish Cup
|
| 09 Dec 2006 |
Annan Athletic
|
0–3
|
Greenock Morton
|
A
|
SCO · Scottish Cup
|
