| 1999-06-20 | Mallorca BvHerculesLa Liga 2 · Spain | 1–3 | La Liga 2 · Spain |
| 1999-06-13 | HerculesvLas PalmasLa Liga 2 · Spain | 0–2 | La Liga 2 · Spain |
| 1999-06-06 | Sp GijonvHerculesLa Liga 2 · Spain | 2–0 | La Liga 2 · Spain |
| 1999-05-30 | HerculesvEibarLa Liga 2 · Spain | 1–3 | La Liga 2 · Spain |
| 1999-05-23 | ToledovHerculesLa Liga 2 · Spain | 1–2 | La Liga 2 · Spain |
| 1999-05-16 | HerculesvAlbaceteLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-05-09 | Barcelona BvHerculesLa Liga 2 · Spain | 4–1 | La Liga 2 · Spain |
| 1999-05-02 | MalagavHerculesLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-04-25 | HerculesvOsasunaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-04-18 | BadajozvHerculesLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-04-11 | HerculesvLeganesLa Liga 2 · Spain | 0–1 | La Liga 2 · Spain |
| 1999-04-04 | MeridavHerculesLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |
| 1999-03-28 | HerculesvRecreativoLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-03-21 | OurensevHerculesLa Liga 2 · Spain | 1–2 | La Liga 2 · Spain |
| 1999-03-14 | HerculesvSevillaLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-03-06 | CompostelavHerculesLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |
| 1999-02-28 | HerculesvNumanciaLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-02-20 | LleidavHerculesLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 1999-02-14 | HerculesvLogronesLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-02-07 | VallecanovHerculesLa Liga 2 · Spain | 3–0 | La Liga 2 · Spain |
| 1999-01-31 | HerculesvAth Madrid BLa Liga 2 · Spain | 1–3 | La Liga 2 · Spain |
| 1999-01-24 | HerculesvMallorca BLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-01-17 | Las PalmasvHerculesLa Liga 2 · Spain | 4–2 | La Liga 2 · Spain |
| 1999-01-10 | HerculesvSp GijonLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 1999-01-02 | EibarvHerculesLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |