| 1999-04-17 | ParmavSampdoriaSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-04-17 | LaziovJuventusSerie A · Italy | 1–3 | Serie A · Italy |
| 1999-04-17 | NewcastlevEvertonPremier League · England | 1–3 | Premier League · England |
| 1999-04-17 | ValladolidvAth MadridLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-04-17 | MortonvAirdrieChampionship · Scotland | 0–2 | Championship · Scotland |
| 1999-04-17 | BolognavFiorentinaSerie A · Italy | 3–0 | Serie A · Italy |
| 1999-04-17 | BarcelonavMallorcaLa Liga · Spain | 2–1 | La Liga · Spain |
| 1999-04-17 | CaenvSedanLigue 2 · France | 1–3 | Ligue 2 · France |
| 1999-04-17 | DuisburgvWerder BremenBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-04-17 | LutonvLincolnLeague One · England | 0–1 | League One · England |
| 1999-04-17 | LokerenvHarelbekePro League · Belgium | 1–0 | Pro League · Belgium |
| 1999-04-17 | ChesterfieldvFulhamLeague One · England | 1–0 | League One · England |
| 1999-04-17 | ArbroathvLivingstonLeague One · Scotland | 1–1 | League One · Scotland |
| 1999-04-17 | BurnleyvBournemouthLeague One · England | 0–0 | League One · England |
| 1999-04-17 | AalstvBeverenPro League · Belgium | 0–1 | Pro League · Belgium |
| 1999-04-17 | CharleroivMouscronPro League · Belgium | 1–3 | Pro League · Belgium |
| 1999-04-17 | HartlepoolvScarboroughLeague Two · England | 3–0 | League Two · England |
| 1999-04-17 | ShrewsburyvExeterLeague Two · England | 1–1 | League Two · England |
| 1999-04-17 | NorwichvTranmereChampionship · England | 2–2 | Championship · England |
| 1999-04-17 | PrestonvBlackpoolLeague One · England | 1–2 | League One · England |
| 1999-04-17 | StandardvSt TruidenPro League · Belgium | 2–0 | Pro League · Belgium |
| 1999-04-17 | Ross CountyvQueens ParkLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1999-04-17 | Man UnitedvSheffield WedsPremier League · England | 3–0 | Premier League · England |
| 1999-04-17 | BirminghamvWolvesChampionship · England | 0–1 | Championship · England |
| 1999-04-17 | DarlingtonvCambridgeLeague Two · England | 0–0 | League Two · England |
| 1999-04-17 | RochdalevChesterLeague Two · England | 3–1 | League Two · England |
| 1999-04-17 | LeverkusenvM'gladbachBundesliga · Germany | 4–1 | Bundesliga · Germany |
| 1999-04-17 | PlymouthvSouthendLeague Two · England | 0–3 | League Two · England |
| 1999-04-17 | GuimaraesvEst AmadoraPrimeira Liga · Portugal | 3–0 | Primeira Liga · Portugal |
| 1999-04-17 | West HamvDerbyPremier League · England | 5–1 | Premier League · England |
| 1999-04-17 | NurnbergvHerthaBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-04-17 | MVV MaastrichtvSpartaEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-17 | GalatasarayvDardanelsporSüper Lig · Turkey | 5–2 | Süper Lig · Turkey |
| 1999-04-17 | FreiburgvSchalke 04Bundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-04-17 | YorkvStokeLeague One · England | 2–2 | League One · England |
| 1999-04-17 | FarensevBeira MarPrimeira Liga · Portugal | 2–1 | Primeira Liga · Portugal |
| 1999-04-17 | FalkirkvRaith RvsChampionship · Scotland | 1–0 | Championship · Scotland |
| 1999-04-17 | BrentfordvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 1999-04-17 | PSV EindhovenvNijmegenEredivisie · Netherlands | 2–0 | Eredivisie · Netherlands |
| 1999-04-17 | CompostelavLas PalmasLa Liga 2 · Spain | 0–1 | La Liga 2 · Spain |
| 1999-04-17 | Nott'm ForestvTottenhamPremier League · England | 0–1 | Premier League · England |
| 1999-04-17 | SamsunsporvSakaryasporSüper Lig · Turkey | 2–2 | Süper Lig · Turkey |
| 1999-04-17 | ApollonvEthnikos AsterasSuper League · Greece | 2–2 | Super League · Greece |
| 1999-04-17 | WolfsburgvMunich 1860Bundesliga · Germany | 1–0 | Bundesliga · Germany |
| 1999-04-17 | MontrosevStenhousemuirLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1999-04-17 | StockportvBristol CityChampionship · England | 2–2 | Championship · England |
| 1999-04-17 | HullvScunthorpeLeague Two · England | 2–3 | League Two · England |
| 1999-04-17 | Crystal PalacevSwindonChampionship · England | 0–1 | Championship · England |
| 1999-04-17 | LiersevAnderlechtPro League · Belgium | 0–0 | Pro League · Belgium |
| 1999-04-17 | BarnetvMansfieldLeague Two · England | 0–0 | League Two · England |