Date Home Score Away R Tournament
14 Nov 1999 Brechin City 2–0 Cowdenbeath H SCO · Scottish League Two
14 Nov 1999 Berwick Rangers 0–1 Dumbarton A SCO · Scottish League Two
06 Nov 1999 East Fife 2–3 Cowdenbeath A SCO · Scottish League Two
06 Nov 1999 Dumbarton 1–0 East Stirlingshire H SCO · Scottish League Two
06 Nov 1999 Brechin City 1–0 Montrose H SCO · Scottish League Two
06 Nov 1999 Berwick Rangers 2–2 Forfar Athletic D SCO · Scottish League Two
06 Nov 1999 Albion Rovers 2–4 Queen's Park A SCO · Scottish League Two
30 Oct 1999 Queen's Park 3–2 Dumbarton H SCO · Scottish League Two
30 Oct 1999 Montrose 2–1 Albion Rovers H SCO · Scottish League Two
30 Oct 1999 Forfar Athletic 3–2 East Fife H SCO · Scottish League Two
30 Oct 1999 East Stirlingshire 0–0 Brechin City D SCO · Scottish League Two
30 Oct 1999 Cowdenbeath 1–1 Berwick Rangers D SCO · Scottish League Two
23 Oct 1999 East Stirlingshire 1–1 Queen's Park D SCO · Scottish League Two
23 Oct 1999 Dumbarton 1–1 Albion Rovers D SCO · Scottish League Two
23 Oct 1999 Cowdenbeath 1–1 Montrose D SCO · Scottish League Two
23 Oct 1999 Brechin City 0–2 Forfar Athletic A SCO · Scottish League Two
23 Oct 1999 Berwick Rangers 0–1 East Fife A SCO · Scottish League Two
16 Oct 1999 Queen's Park 5–3 Brechin City H SCO · Scottish League Two
16 Oct 1999 Montrose 1–4 Dumbarton A SCO · Scottish League Two
16 Oct 1999 Forfar Athletic 3–1 Cowdenbeath H SCO · Scottish League Two
16 Oct 1999 East Fife 1–0 East Stirlingshire H SCO · Scottish League Two
16 Oct 1999 Albion Rovers 0–3 Berwick Rangers A SCO · Scottish League Two
02 Oct 1999 Queen's Park 2–1 Montrose H SCO · Scottish League Two
02 Oct 1999 Forfar Athletic 5–0 Dumbarton H SCO · Scottish League Two
02 Oct 1999 East Stirlingshire 0–3 Berwick Rangers A SCO · Scottish League Two
02 Oct 1999 Cowdenbeath 0–0 Albion Rovers D SCO · Scottish League Two
02 Oct 1999 Brechin City 1–3 East Fife A SCO · Scottish League Two
28 Sep 1999 Montrose 2–0 Forfar Athletic H SCO · Scottish League Two
25 Sep 1999 East Fife 0–0 Queen's Park D SCO · Scottish League Two
25 Sep 1999 Dumbarton 1–1 Cowdenbeath D SCO · Scottish League Two
25 Sep 1999 Berwick Rangers 2–0 Brechin City H SCO · Scottish League Two
25 Sep 1999 Albion Rovers 1–1 East Stirlingshire D SCO · Scottish League Two
18 Sep 1999 Queen's Park 2–0 Albion Rovers H SCO · Scottish League Two
18 Sep 1999 Montrose 0–1 Brechin City A SCO · Scottish League Two
18 Sep 1999 Forfar Athletic 1–1 Berwick Rangers D SCO · Scottish League Two
18 Sep 1999 East Stirlingshire 1–3 Dumbarton A SCO · Scottish League Two
18 Sep 1999 Cowdenbeath 4–0 East Fife H SCO · Scottish League Two
11 Sep 1999 East Fife 2–0 Forfar Athletic H SCO · Scottish League Two
11 Sep 1999 Dumbarton 0–1 Queen's Park A SCO · Scottish League Two
11 Sep 1999 Brechin City 1–2 East Stirlingshire A SCO · Scottish League Two
11 Sep 1999 Berwick Rangers 0–2 Cowdenbeath A SCO · Scottish League Two
11 Sep 1999 Albion Rovers 1–3 Montrose A SCO · Scottish League Two
04 Sep 1999 Queen's Park 1–1 Forfar Athletic D SCO · Scottish League Two
04 Sep 1999 Montrose 1–2 East Stirlingshire A SCO · Scottish League Two
04 Sep 1999 Dumbarton 2–1 Berwick Rangers H SCO · Scottish League Two
04 Sep 1999 Cowdenbeath 6–1 Brechin City H SCO · Scottish League Two
04 Sep 1999 Albion Rovers 1–3 East Fife A SCO · Scottish League Two
28 Aug 1999 Forfar Athletic 2–0 Albion Rovers H SCO · Scottish League Two
28 Aug 1999 East Stirlingshire 0–1 Cowdenbeath A SCO · Scottish League Two
28 Aug 1999 East Fife 0–0 Montrose D SCO · Scottish League Two
28 Aug 1999 Brechin City 0–2 Dumbarton A SCO · Scottish League Two
28 Aug 1999 Berwick Rangers 1–2 Queen's Park A SCO · Scottish League Two
21 Aug 1999 Queen's Park 1–0 Cowdenbeath H SCO · Scottish League Two
21 Aug 1999 Montrose 1–2 Berwick Rangers A SCO · Scottish League Two
21 Aug 1999 Forfar Athletic 1–1 East Stirlingshire D SCO · Scottish League Two
21 Aug 1999 East Fife 1–0 Dumbarton H SCO · Scottish League Two
21 Aug 1999 Albion Rovers 0–0 Brechin City D SCO · Scottish League Two
14 Aug 1999 East Stirlingshire 0–2 East Fife A SCO · Scottish League Two
14 Aug 1999 Dumbarton 3–4 Montrose A SCO · Scottish League Two
14 Aug 1999 Cowdenbeath 0–3 Forfar Athletic A SCO · Scottish League Two
14 Aug 1999 Brechin City 1–2 Queen's Park A SCO · Scottish League Two
14 Aug 1999 Berwick Rangers 1–1 Albion Rovers D SCO · Scottish League Two
07 Aug 1999 Queen's Park 2–1 East Stirlingshire H SCO · Scottish League Two
07 Aug 1999 Montrose 0–1 Cowdenbeath A SCO · Scottish League Two
07 Aug 1999 Forfar Athletic 0–0 Brechin City D SCO · Scottish League Two
07 Aug 1999 East Fife 1–2 Berwick Rangers A SCO · Scottish League Two
07 Aug 1999 Albion Rovers 1–3 Dumbarton A SCO · Scottish League Two
08 May 1999 Stenhousemuir 1–0 Brechin City H SCO · Scottish League Two
08 May 1999 Queen's Park 1–1 Berwick Rangers D SCO · Scottish League Two
08 May 1999 Montrose 1–2 Cowdenbeath A SCO · Scottish League Two
08 May 1999 East Stirlingshire 1–2 Ross County A SCO · Scottish League Two
08 May 1999 Albion Rovers 0–2 Dumbarton A SCO · Scottish League Two
01 May 1999 Ross County 2–0 Albion Rovers H SCO · Scottish League Two
01 May 1999 Dumbarton 0–1 Queen's Park A SCO · Scottish League Two
01 May 1999 Cowdenbeath 0–2 Stenhousemuir A SCO · Scottish League Two
01 May 1999 Brechin City 1–0 East Stirlingshire H SCO · Scottish League Two
01 May 1999 Berwick Rangers 4–1 Montrose H SCO · Scottish League Two
24 Apr 1999 Stenhousemuir 0–2 Dumbarton A SCO · Scottish League Two
24 Apr 1999 Queen's Park 0–2 Brechin City A SCO · Scottish League Two
24 Apr 1999 Montrose 2–3 Ross County A SCO · Scottish League Two
24 Apr 1999 East Stirlingshire 0–0 Cowdenbeath D SCO · Scottish League Two
24 Apr 1999 Albion Rovers 0–3 Berwick Rangers A SCO · Scottish League Two
18 Apr 1999 Berwick Rangers 2–1 Cowdenbeath H SCO · Scottish League Two
17 Apr 1999 Ross County 1–2 Queen's Park A SCO · Scottish League Two
17 Apr 1999 Montrose 1–2 Stenhousemuir A SCO · Scottish League Two
17 Apr 1999 Dumbarton 2–0 Brechin City H SCO · Scottish League Two
17 Apr 1999 Albion Rovers 0–2 East Stirlingshire A SCO · Scottish League Two
10 Apr 1999 Stenhousemuir 3–2 Ross County H SCO · Scottish League Two
10 Apr 1999 Queen's Park 1–2 Montrose A SCO · Scottish League Two
10 Apr 1999 East Stirlingshire 3–3 Berwick Rangers D SCO · Scottish League Two
10 Apr 1999 Cowdenbeath 2–1 Dumbarton H SCO · Scottish League Two
10 Apr 1999 Brechin City 3–1 Albion Rovers H SCO · Scottish League Two
05 Apr 1999 Dumbarton 6–1 Cowdenbeath H SCO · Scottish League Two
03 Apr 1999 Stenhousemuir 1–1 Berwick Rangers D SCO · Scottish League Two
03 Apr 1999 Queen's Park 2–1 East Stirlingshire H SCO · Scottish League Two
03 Apr 1999 Dumbarton 2–1 Montrose H SCO · Scottish League Two
03 Apr 1999 Cowdenbeath 0–2 Albion Rovers A SCO · Scottish League Two
03 Apr 1999 Brechin City 0–1 Ross County A SCO · Scottish League Two
20 Mar 1999 Ross County 1–2 Dumbarton A SCO · Scottish League Two
20 Mar 1999 Queen's Park 2–1 Cowdenbeath H SCO · Scottish League Two
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