| 1999-01-06 | MonzavVeronaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-01-06 | BolognavLazioSerie A · Italy | 0–1 | Serie A · Italy |
| 1999-01-06 | SalernitanavCagliariSerie A · Italy | 1–3 | Serie A · Italy |
| 1999-01-06 | FiorentinavSampdoriaSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-01-06 | NapolivLuccheseSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-01-06 | Real MadridvSalamancaLa Liga · Spain | 3–1 | La Liga · Spain |
| 1999-01-06 | UdinesevVicenzaSerie A · Italy | 2–1 | Serie A · Italy |
| 1999-01-06 | MilanvJuventusSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-01-06 | TernanavCesenaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-01-06 | ParmavInterSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-01-06 | GenoavRegginaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-01-06 | CosenzavReggianaSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-01-06 | RavennavBresciaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-01-06 | ChievovCremoneseSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-01-06 | RomavPiacenzaSerie A · Italy | 2–2 | Serie A · Italy |
| 1999-01-05 | MortonvSt MirrenChampionship · Scotland | 0–0 | Championship · Scotland |
| 1999-01-04 | Est AmadoravPortoPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-01-04 |  Burkina Fasov GabonFriendly | 2–1 | Friendly |
| 1999-01-04 | AcademicavSetubalPrimeira Liga · Portugal | 2–0 | Primeira Liga · Portugal |
| 1999-01-03 | LogronesvOurenseLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 1999-01-03 | Beira MarvSalgueirosPrimeira Liga · Portugal | 4–1 | Primeira Liga · Portugal |
| 1999-01-03 | Ath BilbaovValladolidLa Liga · Spain | 2–1 | La Liga · Spain |
| 1999-01-03 | FarensevLeiriaPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-01-03 | BetisvVillarealLa Liga · Spain | 4–1 | La Liga · Spain |
| 1999-01-03 | ExtremaduravMallorcaLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-01-03 | Real MadridvTenerifeLa Liga · Spain | 4–0 | La Liga · Spain |
| 1999-01-03 | MaritimovBoavistaPrimeira Liga · Portugal | 3–0 | Primeira Liga · Portugal |
| 1999-01-03 | Rio AvevSp BragaPrimeira Liga · Portugal | 1–2 | Primeira Liga · Portugal |
| 1999-01-03 | Sp GijonvOsasunaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-01-03 | CeltavOviedoLa Liga · Spain | 6–2 | La Liga · Spain |
| 1999-01-03 | NumanciavCompostelaLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 1999-01-03 | ZaragozavLa CorunaLa Liga · Spain | 3–1 | La Liga · Spain |
| 1999-01-03 | Ath Madrid BvMeridaLa Liga 2 · Spain | 0–1 | La Liga 2 · Spain |
| 1999-01-03 | RangersvCelticPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1999-01-03 | LleidavSevillaLa Liga 2 · Spain | 3–0 | La Liga 2 · Spain |
| 1999-01-03 |  Ivory Coastv TogoFriendly | 3–1 | Friendly |
| 1999-01-03 | BarcelonavAlavesLa Liga · Spain | 7–1 | La Liga · Spain |
| 1999-01-03 | Sp LisbonvBenficaPrimeira Liga · Portugal | 1–2 | Primeira Liga · Portugal |
| 1999-01-03 | AlbacetevMalagaLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 1999-01-03 | GuimaraesvAlvercaPrimeira Liga · Portugal | 3–1 | Primeira Liga · Portugal |
| 1999-01-03 | Las PalmasvBadajozLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-01-03 | VallecanovRecreativoLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-01-03 | SalamancavEspanolLa Liga · Spain | 2–3 | La Liga · Spain |
| 1999-01-03 | SantandervAth MadridLa Liga · Spain | 2–3 | La Liga · Spain |
| 1999-01-03 | ChavesvCampomaiorensePrimeira Liga · Portugal | 3–2 | Primeira Liga · Portugal |
| 1999-01-02 | TorquayvBrightonLeague Two · England | 1–1 | League Two · England |
| 1999-01-02 | ChestervSouthendLeague Two · England | 1–1 | League Two · England |
| 1999-01-02 | HibernianvRaith RvsChampionship · Scotland | 5–1 | Championship · Scotland |
| 1999-01-02 | ReadingvChesterfieldLeague One · England | 1–2 | League One · England |
| 1999-01-02 | EibarvHerculesLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |