| 1999-04-14 | LillevValenceLigue 2 · France | 2–1 | Ligue 2 · France |
| 1999-04-14 | M'gladbachvBochumBundesliga · Germany | 2–2 | Bundesliga · Germany |
| 1999-04-14 | HeartsvCelticPremiership · Scotland | 2–4 | Premiership · Scotland |
| 1999-04-14 | Man CityvLutonLeague One · England | 2–0 | League One · England |
| 1999-04-14 | Le HavrevNantesLigue 1 · France | 2–1 | Ligue 1 · France |
| 1999-04-14 | MillwallvColchesterLeague One · England | 2–0 | League One · England |
| 1999-04-14 | BeauvaisvCaenLigue 2 · France | 3–1 | Ligue 2 · France |
| 1999-04-14 | RangersvDunfermlinePremiership · Scotland | 1–0 | Premiership · Scotland |
| 1999-04-14 | Auxerrev MonacoLigue 1 · France | 0–3 | Ligue 1 · France |
| 1999-04-14 | StokevWycombeLeague One · England | 2–2 | League One · England |
| 1999-04-14 | MontpelliervLyonLigue 1 · France | 1–3 | Ligue 1 · France |
| 1999-04-14 | CannesvGuingampLigue 2 · France | 0–1 | Ligue 2 · France |
| 1999-04-14 | GueugnonvAjaccioLigue 2 · France | 3–1 | Ligue 2 · France |
| 1999-04-14 | BordeauxvLorientLigue 1 · France | 0–0 | Ligue 1 · France |
| 1999-04-14 | Le MansvWasquehalLigue 2 · France | 1–1 | Ligue 2 · France |
| 1999-04-14 | ScarboroughvDarlingtonLeague Two · England | 0–2 | League Two · England |
| 1999-04-14 | MiddlesbroughvChelseaPremier League · England | 0–0 | Premier League · England |
| 1999-04-14 | HerthavDuisburgBundesliga · Germany | 1–3 | Bundesliga · Germany |
| 1999-04-14 | Munich 1860vLeverkusenBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-04-14 | StrasbourgvToulouseLigue 1 · France | 2–0 | Ligue 1 · France |
| 1999-04-14 | Red Star 93vAmiensLigue 2 · France | 1–4 | Ligue 2 · France |
| 1999-04-13 | Port ValevBradfordChampionship · England | 1–1 | Championship · England |
| 1999-04-13 | OldhamvBristol RvsLeague One · England | 2–1 | League One · England |
| 1999-04-13 | West BromvSwindonChampionship · England | 1–1 | Championship · England |
| 1999-04-13 | BuryvSunderlandChampionship · England | 2–5 | Championship · England |
| 1999-04-13 | Leyton OrientvPlymouthLeague Two · England | 4–3 | League Two · England |
| 1999-04-13 | BlackpoolvBurnleyLeague One · England | 0–2 | League One · England |
| 1999-04-13 | BrightonvShrewsburyLeague Two · England | 1–0 | League Two · England |
| 1999-04-13 | Ein FrankfurtvWolfsburgBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-04-13 | GrimsbyvQPRChampionship · England | 1–0 | Championship · England |
| 1999-04-13 | ExetervRotherhamLeague Two · England | 3–0 | League Two · England |
| 1999-04-13 | LincolnvReadingLeague One · England | 2–2 | League One · England |
| 1999-04-13 | TorquayvBarnetLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | MacclesfieldvChesterfieldLeague One · England | 2–0 | League One · England |
| 1999-04-13 | MansfieldvHalifaxLeague Two · England | 0–1 | League Two · England |
| 1999-04-13 | RennesvLensLigue 1 · France | 2–0 | Ligue 1 · France |
| 1999-04-13 | SwanseavHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1999-04-13 | Schalke 04vHansa RostockBundesliga · Germany | 1–0 | Bundesliga · Germany |
| 1999-04-13 | AZ AlkmaarvNAC BredaEredivisie · Netherlands | 3–0 | Eredivisie · Netherlands |
| 1999-04-13 | NorthamptonvYorkLeague One · England | 2–2 | League One · England |
| 1999-04-13 | BoltonvBristol CityChampionship · England | 1–0 | Championship · England |
| 1999-04-13 | BastiavSochauxLigue 1 · France | 1–1 | Ligue 1 · France |
| 1999-04-13 | CarlislevHullLeague Two · England | 0–0 | League Two · England |
| 1999-04-13 | StuttgartvNurnbergBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-04-13 |  Saint Vincent and the Grenadinesv GrenadaFriendly | 2–1 | Friendly |
| 1999-04-13 | KaiserslauternvBayern MunichBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-04-13 | CambridgevRochdaleLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | ScunthorpevPeterboroLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | FulhamvGillinghamLeague One · England | 3–0 | League One · England |
| 1999-04-13 | BournemouthvWalsallLeague One · England | 0–1 | League One · England |