| 1999-04-22 |  Indiav BangladeshSAFF Cup | 0–0 | SAFF Cup |
| 1999-04-22 |  Paraguayv ColombiaFriendly | 0–2 | Friendly |
| 1999-04-21 | LiverpoolvLeicesterPremier League · England | 0–1 | Premier League · England |
| 1999-04-21 | FulhamvMillwallLeague One · England | 4–1 | League One · England |
| 1999-04-21 | Sheffield WedsvNewcastlePremier League · England | 1–1 | Premier League · England |
| 1999-04-21 | ScarboroughvLeyton OrientLeague Two · England | 1–3 | League Two · England |
| 1999-04-21 | ClydebankvMortonChampionship · Scotland | 1–2 | Championship · Scotland |
| 1999-04-21 | AjaxvNijmegenEredivisie · Netherlands | 3–0 | Eredivisie · Netherlands |
| 1999-04-20 | GrimsbyvSheffield UnitedChampionship · England | 1–2 | Championship · England |
| 1999-04-20 | ChesterfieldvBristol RvsLeague One · England | 0–0 | League One · England |
| 1999-04-20 | WrexhamvGillinghamLeague One · England | 2–1 | League One · England |
| 1999-04-20 | IpswichvStockportChampionship · England | 1–0 | Championship · England |
| 1999-04-20 | VitessevPSV EindhovenEredivisie · Netherlands | 3–3 | Eredivisie · Netherlands |
| 1999-04-20 | PrestonvWalsallLeague One · England | 1–0 | League One · England |
| 1999-04-20 | NorwichvBoltonChampionship · England | 2–2 | Championship · England |
| 1999-04-20 | Dundee UnitedvSt JohnstonePremiership · Scotland | 0–1 | Premiership · Scotland |
| 1999-04-20 | BirminghamvQPRChampionship · England | 1–0 | Championship · England |
| 1999-04-20 |  Saint Kitts and Nevisv Saint LuciaCFU Caribbean Cup qualification | 4–3 | CFU Caribbean Cup qualification |
| 1999-04-20 | ShrewsburyvRotherhamLeague Two · England | 2–3 | League Two · England |
| 1999-04-20 | CharltonvTottenhamPremier League · England | 1–4 | Premier League · England |
| 1999-04-19 | PanathinaikosvEthnikos PiraeusSuper League · Greece | 5–1 | Super League · Greece |
| 1999-04-19 | FC KolnvF Koln2. Bundesliga · Germany | 0–3 | 2. Bundesliga · Germany |
| 1999-04-19 | ArsenalvWimbledonPremier League · England | 5–1 | Premier League · England |
| 1999-04-18 | TernanavCremoneseSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-04-18 | VillarealvLa CorunaLa Liga · Spain | 1–2 | La Liga · Spain |
| 1999-04-18 | Ath BilbaovTenerifeLa Liga · Spain | 2–0 | La Liga · Spain |
| 1999-04-18 | BarivSalernitanaSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-04-18 | AjaxvFor SittardEredivisie · Netherlands | 1–3 | Eredivisie · Netherlands |
| 1999-04-18 | RecreativovToledoLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 1999-04-18 | ChievovRavennaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-04-18 |  Saint Vincent and the GrenadinesvSaint LuciaCFU Caribbean Cup qualification | 2–2 | CFU Caribbean Cup qualification |
| 1999-04-18 | AyrvClydebankChampionship · Scotland | 0–0 | Championship · Scotland |
| 1999-04-18 | KortrijkvWesterloPro League · Belgium | 4–2 | Pro League · Belgium |
| 1999-04-18 | Real MadridvValenciaLa Liga · Spain | 3–1 | La Liga · Spain |
| 1999-04-18 | LucchesevTrevisoSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-04-18 | LeiriavChavesPrimeira Liga · Portugal | 3–1 | Primeira Liga · Portugal |
| 1999-04-18 | VeneziavCagliariSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-04-18 | ExtremaduravSalamancaLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-04-18 | DundeevRangersPremiership · Scotland | 1–1 | Premiership · Scotland |
| 1999-04-18 | MaritimovRio AvePrimeira Liga · Portugal | 2–0 | Primeira Liga · Portugal |
| 1999-04-18 | OFIvPanioniosSuper League · Greece | 2–0 | Super League · Greece |
| 1999-04-18 | MonzavPescaraSerie B · Italy | 0–2 | Serie B · Italy |
| 1999-04-18 |  MartiniquevSaint Kitts and NevisCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |
| 1999-04-18 | AEKvPAOKSuper League · Greece | 2–0 | Super League · Greece |
| 1999-04-18 | MainzvGutersloh2. Bundesliga · Germany | 1–0 | 2. Bundesliga · Germany |
| 1999-04-18 | UtrechtvWaalwijkEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-18 | EmpolivPiacenzaSerie A · Italy | 1–2 | Serie A · Italy |
| 1999-04-18 | VeroiavPaniliakosSuper League · Greece | 0–0 | Super League · Greece |
| 1999-04-18 | BetisvOviedoLa Liga · Spain | 5–0 | La Liga · Spain |
| 1999-04-18 | MalagavOsasunaLa Liga 2 · Spain | 3–0 | La Liga 2 · Spain |