| 2000-12-16 | HamiltonvDumbartonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2000-12-02 | HamiltonvEast FifeLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-11-25 | BrechinvHamiltonLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2000-11-18 | HamiltonvCowdenbeathLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2000-11-11 | PeterheadvHamiltonLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-11-04 | Albion RvsvHamiltonLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-10-24 | HamiltonvEast StirlingLeague Two · Scotland | 4–0 | League Two · Scotland |
| 2000-10-21 | HamiltonvElginLeague Two · Scotland | 4–1 | League Two · Scotland |
| 2000-10-14 | DumbartonvHamiltonLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2000-10-07 | HamiltonvBrechinLeague Two · Scotland | 4–1 | League Two · Scotland |
| 2000-09-30 | East FifevHamiltonLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2000-09-23 | HamiltonvPeterheadLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2000-09-16 | CowdenbeathvHamiltonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2000-09-09 | HamiltonvAlbion RvsLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2000-08-26 | East StirlingvHamiltonLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2000-08-19 | HamiltonvMontroseLeague Two · Scotland | 6–0 | League Two · Scotland |
| 2000-08-12 | ElginvHamiltonLeague Two · Scotland | 0–2 | League Two · Scotland |
| 2000-08-05 | HamiltonvDumbartonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2000-05-06 | HamiltonvStirlingLeague One · Scotland | 1–0 | League One · Scotland |
| 2000-04-29 | Queen of SthvHamiltonLeague One · Scotland | 1–1 | League One · Scotland |
| 2000-04-22 | HamiltonvRoss CountyLeague One · Scotland | 0–3 | League One · Scotland |
| 2000-04-18 | StenhousemuirvHamiltonLeague One · Scotland | 0–1 | League One · Scotland |
| 2000-04-15 | ArbroathvHamiltonLeague One · Scotland | 1–1 | League One · Scotland |
| 2000-04-08 | HamiltonvClydeLeague One · Scotland | 1–1 | League One · Scotland |
| 2000-04-04 | AlloavHamiltonLeague One · Scotland | 2–0 | League One · Scotland |
| 2000-03-25 | HamiltonvAlloaLeague One · Scotland | 0–0 | League One · Scotland |
| 2000-03-18 | HamiltonvPartickLeague One · Scotland | 0–1 | League One · Scotland |
| 2000-03-14 | HamiltonvStenhousemuirLeague One · Scotland | 2–1 | League One · Scotland |
| 2000-03-11 | StranraervHamiltonLeague One · Scotland | 2–2 | League One · Scotland |
| 2000-03-04 | StirlingvHamiltonLeague One · Scotland | 1–4 | League One · Scotland |
| 2000-02-26 | HamiltonvQueen of SthLeague One · Scotland | 1–1 | League One · Scotland |
| 2000-02-05 | HamiltonvArbroathLeague One · Scotland | 2–2 | League One · Scotland |
| 2000-01-29 | Ross CountyvHamiltonLeague One · Scotland | 0–1 | League One · Scotland |
| 2000-01-22 | ClydevHamiltonLeague One · Scotland | 1–0 | League One · Scotland |
| 2000-01-15 | HamiltonvStranraerLeague One · Scotland | 2–0 | League One · Scotland |
| 2000-01-03 | PartickvHamiltonLeague One · Scotland | 2–2 | League One · Scotland |