| 1999-05-02 | FiorentinavPerugiaSerie A · Italy | 5–1 | Serie A · Italy |
| 1999-05-02 | NumanciavVallecanoLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-05-02 | GenclerbirligivGaziantepsporSüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 1999-05-02 | Ath BilbaovAth MadridLa Liga · Spain | 1–2 | La Liga · Spain |
| 1999-05-02 | BolognavCagliariSerie A · Italy | 1–3 | Serie A · Italy |
| 1999-05-02 | CosenzavTrevisoSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-05-02 | LeganesvToledoLa Liga 2 · Spain | 1–2 | La Liga 2 · Spain |
| 1999-05-02 | WattenscheidvGreuther Furth2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 1999-05-02 | SamsunsporvAnkaragucuSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 1999-05-02 | CeltavSalamancaLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-05-02 | GenkvSt TruidenPro League · Belgium | 4–1 | Pro League · Belgium |
| 1999-05-02 | ExtremaduravSociedadLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-05-02 | AalstvMouscronPro League · Belgium | 1–4 | Pro League · Belgium |
| 1999-05-02 | SalernitanavJuventusSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-05-02 | CompostelavAth Madrid BLa Liga 2 · Spain | 0–3 | La Liga 2 · Spain |
| 1999-05-02 | ErzurumvBursasporSüper Lig · Turkey | 2–1 | Süper Lig · Turkey |
| 1999-05-02 | KortrijkvGerminalPro League · Belgium | 1–2 | Pro League · Belgium |
| 1999-05-02 | MalagavHerculesLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-05-02 | StandardvAnderlechtPro League · Belgium | 0–6 | Pro League · Belgium |
| 1999-05-02 | SantandervOviedoLa Liga · Spain | 0–0 | La Liga · Spain |
| 1999-05-02 | MaritimovFarensePrimeira Liga · Portugal | 1–3 | Primeira Liga · Portugal |
| 1999-05-02 | Sp BragavChavesPrimeira Liga · Portugal | 1–0 | Primeira Liga · Portugal |
| 1999-05-02 | GenoavBresciaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-05-02 | FenerbahcevAltaySüper Lig · Turkey | 5–0 | Süper Lig · Turkey |
| 1999-05-02 | ZaragozavTenerifeLa Liga · Spain | 3–1 | La Liga · Spain |
| 1999-05-02 | ChievovRegginaSerie B · Italy | 3–0 | Serie B · Italy |
| 1999-05-02 | F. AndriavReggianaSerie B · Italy | 2–3 | Serie B · Italy |
| 1999-05-02 | SpartavWillem IIEredivisie · Netherlands | 0–4 | Eredivisie · Netherlands |
| 1999-05-02 | DuisburgvDortmundBundesliga · Germany | 3–2 | Bundesliga · Germany |
| 1999-05-02 | TorinovNapoliSerie B · Italy | 3–2 | Serie B · Italy |
| 1999-05-02 | UnterhachingvDusseldorf2. Bundesliga · Germany | 1–0 | 2. Bundesliga · Germany |
| 1999-05-02 | UdinesevLazioSerie A · Italy | 0–3 | Serie A · Italy |
| 1999-05-02 | BetisvMallorcaLa Liga · Spain | 1–3 | La Liga · Spain |
| 1999-05-02 | BielefeldvStuttgarter K2. Bundesliga · Germany | 1–2 | 2. Bundesliga · Germany |
| 1999-05-02 | BirminghamvIpswichChampionship · England | 1–0 | Championship · England |
| 1999-05-02 | ValladolidvVillarealLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-05-02 | VeneziavVicenzaSerie A · Italy | 1–2 | Serie A · Italy |
| 1999-05-02 | BadajozvAlbaceteLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-05-02 | MeridavEibarLa Liga 2 · Spain | 0–2 | La Liga 2 · Spain |
| 1999-05-02 | SalgueirosvAcademicaPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-05-02 | TrabzonsporvDardanelsporSüper Lig · Turkey | 2–1 | Süper Lig · Turkey |
| 1999-05-02 | AdanasporvAntalyasporSüper Lig · Turkey | 4–2 | Süper Lig · Turkey |
| 1999-05-02 | AtalantavCremoneseSerie B · Italy | 3–0 | Serie B · Italy |
| 1999-05-02 | PescaravRavennaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-05-02 | LleidavLogronesLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-05-02 | NijmegenvUtrechtEredivisie · Netherlands | 0–1 | Eredivisie · Netherlands |
| 1999-05-02 | OsasunavBarcelona BLa Liga 2 · Spain | 1–2 | La Liga 2 · Spain |
| 1999-05-02 | CelticvRangersPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1999-05-02 | PaniliakosvPanioniosSuper League · Greece | 2–0 | Super League · Greece |
| 1999-05-02 | SevillavMallorca BLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |