| 1999-02-16 | AlloavClydeLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-02-16 | ForfarvEast FifeLeague One · Scotland | 2–4 | League One · Scotland |
| 1999-02-16 | WatfordvHuddersfieldChampionship · England | 1–1 | Championship · England |
| 1999-02-16 | WiganvNotts CountyLeague One · England | 3–0 | League One · England |
| 1999-02-15 | ArisvPAOKSuper League · Greece | 2–0 | Super League · Greece |
| 1999-02-15 | VeroiavXanthiSuper League · Greece | 2–0 | Super League · Greece |
| 1999-02-15 | PanathinaikosvProodeytikiSuper League · Greece | 1–0 | Super League · Greece |
| 1999-02-15 |  Kuwaitv IranFriendly | 1–2 | Friendly |
| 1999-02-14 | ValladolidvCeltaLa Liga · Spain | 2–1 | La Liga · Spain |
| 1999-02-14 | GenoavMonzaSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-02-14 | EmpolivSalernitanaSerie A · Italy | 2–3 | Serie A · Italy |
| 1999-02-14 | ApollonvAEKSuper League · Greece | 1–1 | Super League · Greece |
| 1999-02-14 | UdinesevFiorentinaSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-02-14 | ReggianavVeronaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-02-14 | TenerifevOviedoLa Liga · Spain | 0–2 | La Liga · Spain |
| 1999-02-14 | TwentevAjaxEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-02-14 | ZaragozavAlavesLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-02-14 | PerugiavInterSerie A · Italy | 2–1 | Serie A · Italy |
| 1999-02-14 | Ath BilbaovExtremaduraLa Liga · Spain | 0–0 | La Liga · Spain |
| 1999-02-14 | Est AmadoravSp LisbonPrimeira Liga · Portugal | 0–1 | Primeira Liga · Portugal |
| 1999-02-14 | RomavSampdoriaSerie A · Italy | 3–1 | Serie A · Italy |
| 1999-02-14 | MilanvVeneziaSerie A · Italy | 2–1 | Serie A · Italy |
| 1999-02-14 | PanioniosvIonikosSuper League · Greece | 0–2 | Super League · Greece |
| 1999-02-14 | BarcelonavReal MadridLa Liga · Spain | 3–0 | La Liga · Spain |
| 1999-02-14 | PiacenzavJuventusSerie A · Italy | 0–2 | Serie A · Italy |
| 1999-02-14 | F. AndriavCremoneseSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-02-14 | GenclerbirligivDardanelsporSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 1999-02-14 | HerculesvLogronesLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-02-14 | VillarealvValenciaLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-02-14 | RecreativovOurenseLa Liga 2 · Spain | 2–0 | La Liga 2 · Spain |
| 1999-02-14 | AtalantavPescaraSerie B · Italy | 4–0 | Serie B · Italy |
| 1999-02-14 | BursasporvTrabzonsporSüper Lig · Turkey | 0–1 | Süper Lig · Turkey |
| 1999-02-14 | MeridavSevillaLa Liga 2 · Spain | 3–3 | La Liga 2 · Spain |
| 1999-02-14 | BarivVicenzaSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-02-14 | BetisvSantanderLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-02-14 | LeganesvCompostelaLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 1999-02-14 | Ethnikos PiraeusvPaniliakosSuper League · Greece | 1–1 | Super League · Greece |
| 1999-02-14 | TrevisovLecceSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-02-14 | Sp GijonvMalagaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-02-14 | EleysinavOlympiakosSuper League · Greece | 0–2 | Super League · Greece |
| 1999-02-14 | ParmavBolognaSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-02-14 | KavalavEthnikos AsterasSuper League · Greece | 3–0 | Super League · Greece |
| 1999-02-14 | OostendevBeverenPro League · Belgium | 1–1 | Pro League · Belgium |
| 1999-02-14 | SpartavUtrechtEredivisie · Netherlands | 0–1 | Eredivisie · Netherlands |
| 1999-02-14 | ChievovCosenzaSerie B · Italy | 0–3 | Serie B · Italy |
| 1999-02-14 | RegginavNapoliSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-02-14 | FenerbahcevAdanasporSüper Lig · Turkey | 6–0 | Süper Lig · Turkey |
| 1999-02-14 | TorinovTernanaSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-02-14 | CagliarivLazioSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-02-14 | Barcelona BvVallecanoLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |