| 1999-04-24 | NurnbergvDuisburgBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-04-24 | HeerenveenvAZ AlkmaarEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-04-24 | AnderlechtvOostendePro League · Belgium | 3–0 | Pro League · Belgium |
| 1999-04-24 | LensvMarseilleLigue 1 · France | 4–0 | Ligue 1 · France |
| 1999-04-24 |  Pakistanv BangladeshSAFF Cup | 0–4 | SAFF Cup |
| 1999-04-24 | WasquehalvBeauvaisLigue 2 · France | 1–0 | Ligue 2 · France |
| 1999-04-24 | EvertonvCharltonPremier League · England | 4–1 | Premier League · England |
| 1999-04-24 | LincolnvWalsallLeague One · England | 0–1 | League One · England |
| 1999-04-24 | CambridgevPeterboroLeague Two · England | 1–1 | League Two · England |
| 1999-04-24 | MiddlesbroughvArsenalPremier League · England | 1–6 | Premier League · England |
| 1999-04-24 | ValencevGueugnonLigue 2 · France | 1–2 | Ligue 2 · France |
| 1999-04-24 | DerbyvSouthamptonPremier League · England | 0–0 | Premier League · England |
| 1999-04-24 | St TruidenvGentPro League · Belgium | 1–0 | Pro League · Belgium |
| 1999-04-24 | StirlingvLivingstonLeague One · Scotland | 0–0 | League One · Scotland |
| 1999-04-24 | ScunthorpevBarnetLeague Two · England | 3–1 | League Two · England |
| 1999-04-24 | TrevisovGenoaSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-04-24 | GerminalvGenkPro League · Belgium | 0–2 | Pro League · Belgium |
| 1999-04-24 | SunderlandvSheffield UnitedChampionship · England | 0–0 | Championship · England |
| 1999-04-24 | MontrosevRoss CountyLeague Two · Scotland | 2–3 | League Two · Scotland |
| 1999-04-24 | NancyvToulouseLigue 1 · France | 2–0 | Ligue 1 · France |
| 1999-04-24 | AyrvFalkirkChampionship · Scotland | 1–2 | Championship · Scotland |
| 1999-04-24 | Ein FrankfurtvHansa RostockBundesliga · Germany | 2–2 | Bundesliga · Germany |
| 1999-04-24 | HerthavBochumBundesliga · Germany | 4–1 | Bundesliga · Germany |
| 1999-04-24 | BrightonvHullLeague Two · England | 0–0 | League Two · England |
| 1999-04-24 | SwanseavPlymouthLeague Two · England | 2–3 | League Two · England |
| 1999-04-24 | Inverness CvPartickLeague One · Scotland | 3–2 | League One · Scotland |
| 1999-04-24 | MillwallvPrestonLeague One · England | 2–2 | League One · England |
| 1999-04-24 | BournemouthvChesterfieldLeague One · England | 0–0 | League One · England |
| 1999-04-24 | QPRvBradfordChampionship · England | 1–3 | Championship · England |
| 1999-04-24 | KaiserslauternvFreiburgBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-04-24 | DunfermlinevDundee UnitedPremiership · Scotland | 2–2 | Premiership · Scotland |
| 1999-04-24 | AuxerrevMontpellierLigue 1 · France | 2–2 | Ligue 1 · France |
| 1999-04-24 | MotherwellvHeartsPremiership · Scotland | 0–4 | Premiership · Scotland |
| 1999-04-24 | CarlislevDarlingtonLeague Two · England | 3–3 | League Two · England |
| 1999-04-24 | GaziantepsporvFenerbahceSüper Lig · Turkey | 2–2 | Süper Lig · Turkey |
| 1999-04-24 | Notts CountyvLutonLeague One · England | 1–2 | League One · England |
| 1999-04-24 | MacclesfieldvYorkLeague One · England | 1–2 | League One · England |
| 1999-04-24 | TorquayvRotherhamLeague Two · England | 2–0 | League Two · England |
| 1999-04-24 | CambuurvSpartaEredivisie · Netherlands | 2–4 | Eredivisie · Netherlands |
| 1999-04-24 | LorientvStrasbourgLigue 1 · France | 0–1 | Ligue 1 · France |
| 1999-04-23 | DortmundvWerder BremenBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-04-23 |  Sri Lankav MaldivesSAFF Cup | 0–0 | SAFF Cup |
| 1999-04-23 | St PaulivMainz2. Bundesliga · Germany | 2–1 | 2. Bundesliga · Germany |
| 1999-04-23 | DusseldorfvFC Koln2. Bundesliga · Germany | 2–1 | 2. Bundesliga · Germany |
| 1999-04-23 | SetubalvSp BragaPrimeira Liga · Portugal | 3–0 | Primeira Liga · Portugal |
| 1999-04-23 | StuttgartvLeverkusenBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-04-23 | GraafschapvPSV EindhovenEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-04-23 | BesiktasvSamsunsporSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 1999-04-23 | CottbusvUlm2. Bundesliga · Germany | 3–0 | 2. Bundesliga · Germany |
| 1999-04-23 | BuryvBoltonChampionship · England | 2–1 | Championship · England |