| 2001-05-05 | CowdenbeathvBrechinLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2001-04-28 | Albion RvsvCowdenbeathLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2001-04-21 | CowdenbeathvEast StirlingLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2001-04-17 | CowdenbeathvEast FifeLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2001-04-14 | MontrosevCowdenbeathLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2001-04-10 | CowdenbeathvMontroseLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2001-04-07 | CowdenbeathvPeterheadLeague Two · Scotland | 4–0 | League Two · Scotland |
| 2001-04-03 | East StirlingvCowdenbeathLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2001-03-31 | HamiltonvCowdenbeathLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2001-03-25 | CowdenbeathvElginLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2001-03-20 | CowdenbeathvHamiltonLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2001-03-17 | CowdenbeathvDumbartonLeague Two · Scotland | 2–2 | League Two · Scotland |
| 2001-03-13 | PeterheadvCowdenbeathLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2001-03-10 | ElginvCowdenbeathLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2001-03-07 | DumbartonvCowdenbeathLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2001-02-24 | CowdenbeathvAlbion RvsLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2001-02-17 | BrechinvCowdenbeathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2001-01-02 | East FifevCowdenbeathLeague Two · Scotland | 1–2 | League Two · Scotland |