| 1999-04-17 | ErzurumvGaziantepsporSüper Lig · Turkey | 2–1 | Süper Lig · Turkey |
| 1999-04-17 | AlvercavSp LisbonPrimeira Liga · Portugal | 3–2 | Primeira Liga · Portugal |
| 1999-04-17 | AZ AlkmaarvGraafschapEredivisie · Netherlands | 1–3 | Eredivisie · Netherlands |
| 1999-04-17 | AdanasporvBesiktasSüper Lig · Turkey | 0–1 | Süper Lig · Turkey |
| 1999-04-17 | St JohnstonevHeartsPremiership · Scotland | 0–0 | Premiership · Scotland |
| 1999-04-17 | WrexhamvOldhamLeague One · England | 1–2 | League One · England |
| 1999-04-17 | TwentevCambuurEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-04-17 |  Saint Vincent and the Grenadinesv Saint Kitts and NevisCFU Caribbean Cup qualification | 3–4 | CFU Caribbean Cup qualification |
| 1999-04-17 | GrimsbyvBuryChampionship · England | 0–0 | Championship · England |
| 1999-04-17 | BradfordvHuddersfieldChampionship · England | 2–3 | Championship · England |
| 1999-04-17 | CoventryvMiddlesbroughPremier League · England | 1–2 | Premier League · England |
| 1999-04-17 | LeganesvBarcelona BLa Liga 2 · Spain | 2–0 | La Liga 2 · Spain |
| 1999-04-17 | GenclerbirligivAnkaragucuSüper Lig · Turkey | 3–1 | Süper Lig · Turkey |
| 1999-04-17 | KocaelisporvBursasporSüper Lig · Turkey | 4–0 | Süper Lig · Turkey |
| 1999-04-17 | LiverpoolvAston VillaPremier League · England | 0–1 | Premier League · England |
| 1999-04-17 | AberdeenvDundee UnitedPremiership · Scotland | 0–4 | Premiership · Scotland |
| 1999-04-17 | CrewevWatfordChampionship · England | 0–1 | Championship · England |
| 1999-04-17 | Sp BragavBenficaPrimeira Liga · Portugal | 2–1 | Primeira Liga · Portugal |
| 1999-04-17 | IstanbulsporvAltaySüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 1999-04-17 | BoltonvIpswichChampionship · England | 2–0 | Championship · England |
| 1999-04-17 | BochumvStuttgartBundesliga · Germany | 3–3 | Bundesliga · Germany |
| 1999-04-17 | StirlingvPartickLeague One · Scotland | 3–0 | League One · Scotland |
| 1999-04-17 |  Saint Luciav MartiniqueCFU Caribbean Cup qualification | 3–1 | CFU Caribbean Cup qualification |
| 1999-04-17 | CelticvMotherwellPremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-04-17 | SouthamptonvBlackburnPremier League · England | 3–3 | Premier League · England |
| 1999-04-17 | PeterborovTorquayLeague Two · England | 4–0 | League Two · England |
| 1999-04-17 | DunfermlinevKilmarnockPremiership · Scotland | 0–6 | Premiership · Scotland |
| 1999-04-17 | CharltonvLeedsPremier League · England | 1–1 | Premier League · England |
| 1999-04-17 | ClydevAlloaLeague One · Scotland | 0–1 | League One · Scotland |
| 1999-04-17 | HalifaxvBrightonLeague Two · England | 1–0 | League Two · England |
| 1999-04-16 | UlmvSt Pauli2. Bundesliga · Germany | 4–1 | 2. Bundesliga · Germany |
| 1999-04-16 | Bayern MunichvEin FrankfurtBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 1999-04-16 | HannovervCottbus2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 1999-04-16 | FenerbahcevAntalyasporSüper Lig · Turkey | 3–1 | Süper Lig · Turkey |
| 1999-04-16 | ColchestervNotts CountyLeague One · England | 2–1 | League One · England |
| 1999-04-16 | BarnsleyvSunderlandChampionship · England | 1–3 | Championship · England |
| 1999-04-16 | Hansa RostockvKaiserslauternBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-04-16 | VitessevHeerenveenEredivisie · Netherlands | 1–2 | Eredivisie · Netherlands |
| 1999-04-16 | BielefeldvDusseldorf2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 1999-04-16 | BoavistavAcademicaPrimeira Liga · Portugal | 3–1 | Primeira Liga · Portugal |
| 1999-04-15 |  Venezuelav ColombiaFriendly | 1–1 | Friendly |
| 1999-04-15 | KarabuksporvTrabzonsporSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 1999-04-15 | MarseillevNancyLigue 1 · France | 4–0 | Ligue 1 · France |
| 1999-04-14 | MetzvParis SGLigue 1 · France | 1–1 | Ligue 1 · France |
| 1999-04-14 | TroyesvLavalLigue 2 · France | 1–1 | Ligue 2 · France |
| 1999-04-14 | DortmundvFreiburgBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-04-14 | NiortvSedanLigue 2 · France | 1–1 | Ligue 2 · France |
| 1999-04-14 | St EtiennevNiceLigue 2 · France | 0–2 | Ligue 2 · France |
| 1999-04-14 | NimesvChateaurouxLigue 2 · France | 0–0 | Ligue 2 · France |
| 1999-04-14 |  Mexicov EcuadorFriendly | 0–0 | Friendly |