| 1999-04-09 | MVV MaastrichtvPSV EindhovenEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-09 | GillinghamvBournemouthLeague One · England | 2–1 | League One · England |
| 1999-04-09 | OberhausenvFC Koln2. Bundesliga · Germany | 0–4 | 2. Bundesliga · Germany |
| 1999-04-09 | SwanseavShrewsburyLeague Two · England | 1–1 | League Two · England |
| 1999-04-09 |  Algeriav LiberiaAfrican Cup of Nations qualification | 4–1 | African Cup of Nations qualification |
| 1999-04-09 | SpartavWaalwijkEredivisie · Netherlands | 0–1 | Eredivisie · Netherlands |
| 1999-04-08 | LyonvSochauxLigue 1 · France | 4–1 | Ligue 1 · France |
| 1999-04-07 | For SittardvWillem IIEredivisie · Netherlands | 1–2 | Eredivisie · Netherlands |
| 1999-04-06 | BournemouthvMacclesfieldLeague One · England | 1–0 | League One · England |
| 1999-04-06 | WalsallvWrexhamLeague One · England | 1–0 | League One · England |
| 1999-04-06 | Dundee UnitedvHeartsPremiership · Scotland | 1–3 | Premiership · Scotland |
| 1999-04-06 | CambuurvRoda JCEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-06 | LutonvYorkLeague One · England | 2–1 | League One · England |
| 1999-04-06 | BrightonvCambridgeLeague Two · England | 1–3 | League Two · England |
| 1999-04-06 | LeicestervAston VillaPremier League · England | 2–2 | Premier League · England |
| 1999-04-06 | ArsenalvBlackburnPremier League · England | 1–0 | Premier League · England |
| 1999-04-06 | ShrewsburyvHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | HalifaxvRochdaleLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | SouthendvScunthorpeLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | ScarboroughvCarlisleLeague Two · England | 3–0 | League Two · England |
| 1999-04-05 | ExetervLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 1999-04-05 | BrentfordvPlymouthLeague Two · England | 3–1 | League Two · England |
| 1999-04-05 | WycombevGillinghamLeague One · England | 0–2 | League One · England |
| 1999-04-05 | BirminghamvWatfordChampionship · England | 1–2 | Championship · England |
| 1999-04-05 | PortsmouthvBristol CityChampionship · England | 0–1 | Championship · England |
| 1999-04-05 | West BromvCreweChampionship · England | 1–5 | Championship · England |
| 1999-04-05 | ReadingvFulhamLeague One · England | 0–1 | League One · England |
| 1999-04-05 | TorquayvMansfieldLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | WiganvOldhamLeague One · England | 2–0 | League One · England |
| 1999-04-05 | Port ValevBarnsleyChampionship · England | 1–0 | Championship · England |
| 1999-04-05 | KarlsruhevF Koln2. Bundesliga · Germany | 4–2 | 2. Bundesliga · Germany |
| 1999-04-05 | Crystal PalacevSunderlandChampionship · England | 1–1 | Championship · England |
| 1999-04-05 | PrestonvMan CityLeague One · England | 1–1 | League One · England |
| 1999-04-05 | West HamvCharltonPremier League · England | 0–1 | Premier League · England |
| 1999-04-05 | TwentevUtrechtEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 1999-04-05 | BurnleyvColchesterLeague One · England | 3–1 | League One · England |
| 1999-04-05 | PeterborovDarlingtonLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | DumbartonvCowdenbeathLeague Two · Scotland | 6–1 | League Two · Scotland |
| 1999-04-05 | HuddersfieldvSwindonChampionship · England | 1–2 | Championship · England |
| 1999-04-05 | EvertonvSheffield WedsPremier League · England | 1–2 | Premier League · England |
| 1999-04-05 | NewcastlevTottenhamPremier League · England | 1–1 | Premier League · England |
| 1999-04-05 | CoventryvSouthamptonPremier League · England | 1–0 | Premier League · England |
| 1999-04-05 | FeyenoordvSpartaEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-04-05 | CardiffvHullLeague Two · England | 1–1 | League Two · England |
| 1999-04-05 | ChesterfieldvStokeLeague One · England | 1–1 | League One · England |
| 1999-04-05 | Bristol RvsvNorthamptonLeague One · England | 1–1 | League One · England |
| 1999-04-05 | GrimsbyvNorwichChampionship · England | 0–1 | Championship · England |
| 1999-04-05 | ChestervBarnetLeague Two · England | 3–0 | League Two · England |
| 1999-04-05 | RotherhamvSwanseaLeague Two · England | 1–0 | League Two · England |
| 1999-04-05 | BoltonvStockportChampionship · England | 1–2 | Championship · England |