| 1998-12-26 | Ross CountyvCowdenbeathLeague Two · Scotland | 1–0 | League Two · Scotland |
| 1998-12-19 | CowdenbeathvEast StirlingLeague Two · Scotland | 3–2 | League Two · Scotland |
| 1998-12-12 | MontrosevCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1998-11-28 | Queens ParkvCowdenbeathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-11-21 | CowdenbeathvAlbion RvsLeague Two · Scotland | 2–3 | League Two · Scotland |
| 1998-11-14 | BerwickvCowdenbeathLeague Two · Scotland | 3–1 | League Two · Scotland |
| 1998-11-07 | CowdenbeathvDumbartonLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1998-10-31 | BrechinvCowdenbeathLeague Two · Scotland | 2–1 | League Two · Scotland |
| 1998-10-28 | CowdenbeathvRoss CountyLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1998-10-17 | East StirlingvCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1998-10-09 | CowdenbeathvStenhousemuirLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1998-10-03 | CowdenbeathvQueens ParkLeague Two · Scotland | 0–3 | League Two · Scotland |
| 1998-09-26 | Albion RvsvCowdenbeathLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1998-09-19 | DumbartonvCowdenbeathLeague Two · Scotland | 5–0 | League Two · Scotland |
| 1998-09-12 | CowdenbeathvBerwickLeague Two · Scotland | 1–1 | League Two · Scotland |
| 1998-09-05 | CowdenbeathvBrechinLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1998-08-29 | Ross CountyvCowdenbeathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-08-22 | CowdenbeathvEast StirlingLeague Two · Scotland | 2–1 | League Two · Scotland |
| 1998-08-15 | StenhousemuirvCowdenbeathLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1998-08-04 | CowdenbeathvMontroseLeague Two · Scotland | 4–1 | League Two · Scotland |
| 1998-05-09 | DumbartonvCowdenbeathLeague Two · Scotland | 2–3 | League Two · Scotland |
| 1998-05-02 | CowdenbeathvAlloaLeague Two · Scotland | 1–3 | League Two · Scotland |
| 1998-04-25 | Ross CountyvCowdenbeathLeague Two · Scotland | 1–0 | League Two · Scotland |
| 1998-04-18 | East StirlingvCowdenbeathLeague Two · Scotland | 2–1 | League Two · Scotland |
| 1998-04-11 | CowdenbeathvMontroseLeague Two · Scotland | 0–0 | League Two · Scotland |
| 1998-04-07 | CowdenbeathvBerwickLeague Two · Scotland | 1–0 | League Two · Scotland |
| 1998-03-28 | ArbroathvCowdenbeathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-03-21 | CowdenbeathvQueens ParkLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1998-03-14 | Albion RvsvCowdenbeathLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1998-03-09 | CowdenbeathvEast StirlingLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1998-02-28 | MontrosevCowdenbeathLeague Two · Scotland | 3–1 | League Two · Scotland |
| 1998-02-24 | AlloavCowdenbeathLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-02-21 | CowdenbeathvDumbartonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-02-14 | BerwickvCowdenbeathLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1998-02-10 | CowdenbeathvAlbion RvsLeague Two · Scotland | 2–0 | League Two · Scotland |
| 1998-02-07 | CowdenbeathvArbroathLeague Two · Scotland | 3–1 | League Two · Scotland |
| 1998-01-31 | Queens ParkvCowdenbeathLeague Two · Scotland | 0–4 | League Two · Scotland |
| 1998-01-10 | DumbartonvCowdenbeathLeague Two · Scotland | 1–2 | League Two · Scotland |