| 1999-04-27 | MacclesfieldvStokeLeague One · England | 1–2 | League One · England |
| 1999-04-27 | MansfieldvExeterLeague Two · England | 0–1 | League Two · England |
| 1999-04-27 | ColchestervBournemouthLeague One · England | 2–1 | League One · England |
| 1999-04-27 | WiganvLincolnLeague One · England | 3–1 | League One · England |
| 1999-04-27 |  Nepalv MaldivesSAFF Cup | 2–3 | SAFF Cup |
| 1999-04-27 | Port ValevWatfordChampionship · England | 1–2 | Championship · England |
| 1999-04-26 | Mallorca BvCompostelaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-04-26 | ChavesvSalgueirosPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-04-26 |  Indiav PakistanSAFF Cup | 2–0 | SAFF Cup |
| 1999-04-26 | Rio AvevGuimaraesPrimeira Liga · Portugal | 0–1 | Primeira Liga · Portugal |
| 1999-04-26 | GuterslohvGreuther Furth2. Bundesliga · Germany | 1–0 | 2. Bundesliga · Germany |
| 1999-04-26 | PanioniosvEthnikos PiraeusSuper League · Greece | 2–0 | Super League · Greece |
| 1999-04-25 |  Sri LankavNepalSAFF Cup | 2–3 | SAFF Cup |
| 1999-04-25 | MallorcavAth BilbaoLa Liga · Spain | 6–1 | La Liga · Spain |
| 1999-04-25 | Ath Madrid BvNumanciaLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |
| 1999-04-25 | TenerifevBetisLa Liga · Spain | 3–2 | La Liga · Spain |
| 1999-04-25 | AltayvErzurumSüper Lig · Turkey | 3–1 | Süper Lig · Turkey |
| 1999-04-25 | AlbacetevLeganesLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-04-25 | TrabzonsporvGalatasaraySüper Lig · Turkey | 0–3 | Süper Lig · Turkey |
| 1999-04-25 | PescaravCosenzaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-04-25 | SociedadvSantanderLa Liga · Spain | 2–0 | La Liga · Spain |
| 1999-04-25 | HerculesvOsasunaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-04-25 | F KolnvUnterhaching2. Bundesliga · Germany | 0–2 | 2. Bundesliga · Germany |
| 1999-04-25 | Sp GijonvOurenseLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 1999-04-25 | RegginavF. AndriaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-04-25 | NijmegenvVitesseEredivisie · Netherlands | 3–1 | Eredivisie · Netherlands |
| 1999-04-25 | RangersvAberdeenPremiership · Scotland | 3–1 | Premiership · Scotland |
| 1999-04-25 | AntalyasporvGenclerbirligiSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 1999-04-25 | FeyenoordvNAC BredaEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-04-25 | IonikosvAEKSuper League · Greece | 2–1 | Super League · Greece |
| 1999-04-25 | ToledovMeridaLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 1999-04-25 | VeronavBresciaSerie B · Italy | 0–2 | Serie B · Italy |
| 1999-04-25 | VicenzavMilanSerie A · Italy | 0–2 | Serie A · Italy |
| 1999-04-25 | EspanolvExtremaduraLa Liga · Spain | 0–0 | La Liga · Spain |
| 1999-04-25 | Club BruggevKortrijkPro League · Belgium | 3–0 | Pro League · Belgium |
| 1999-04-25 | SakaryasporvKarabuksporSüper Lig · Turkey | 4–0 | Süper Lig · Turkey |
| 1999-04-25 | LeccevTernanaSerie B · Italy | 3–2 | Serie B · Italy |
| 1999-04-25 | SalamancavReal MadridLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-04-25 | CremonesevLuccheseSerie B · Italy | 1–2 | Serie B · Italy |
| 1999-04-25 | For SittardvRoda JCEredivisie · Netherlands | 0–1 | Eredivisie · Netherlands |
| 1999-04-25 | LyonvRennesLigue 1 · France | 1–2 | Ligue 1 · France |
| 1999-04-25 | CampomaiorensevFarensePrimeira Liga · Portugal | 3–1 | Primeira Liga · Portugal |
| 1999-04-25 | LogronesvMalagaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 1999-04-25 | La CorunavValladolidLa Liga · Spain | 3–0 | La Liga · Spain |
| 1999-04-25 | Sheffield WedsvChelseaPremier League · England | 0–0 | Premier League · England |
| 1999-04-25 | WolvesvWest BromChampionship · England | 1–1 | Championship · England |
| 1999-04-25 | XanthivKavalaSuper League · Greece | 4–1 | Super League · Greece |
| 1999-04-25 | PAOKvApollonSuper League · Greece | 3–1 | Super League · Greece |
| 1999-04-25 | IntervUdineseSerie A · Italy | 1–3 | Serie A · Italy |
| 1999-04-25 | Stuttgarter KvKarlsruhe2. Bundesliga · Germany | 2–2 | 2. Bundesliga · Germany |