| 2000-09-23 | BuryvPort ValeLeague One · England | 2–0 | League One · England |
| 2000-09-23 | MartiguesvGueugnonLigue 2 · France | 0–0 | Ligue 2 · France |
| 2000-09-23 | IpswichvArsenalPremier League · England | 1–1 | Premier League · England |
| 2000-09-23 | Metzv MonacoLigue 1 · France | 1–3 | Ligue 1 · France |
| 2000-09-23 | CambridgevBristol RvsLeague One · England | 0–3 | League One · England |
| 2000-09-23 | BursasporvSamsunsporSüper Lig · Turkey | 0–2 | Süper Lig · Turkey |
| 2000-09-23 | BournemouthvOldhamLeague One · England | 1–1 | League One · England |
| 2000-09-23 | Notts CountyvBrentfordLeague One · England | 2–2 | League One · England |
| 2000-09-23 | RennesvTroyesLigue 1 · France | 0–2 | Ligue 1 · France |
| 2000-09-23 | Dundee UnitedvAberdeenPremiership · Scotland | 3–5 | Premiership · Scotland |
| 2000-09-23 | NewcastlevCharltonPremier League · England | 0–1 | Premier League · England |
| 2000-09-23 | Man UnitedvChelseaPremier League · England | 3–3 | Premier League · England |
| 2000-09-23 | PortsmouthvWest BromChampionship · England | 0–1 | Championship · England |
| 2000-09-23 | AjacciovLavalLigue 2 · France | 1–2 | Ligue 2 · France |
| 2000-09-23 | Queens ParkvArbroathLeague One · Scotland | 0–0 | League One · Scotland |
| 2000-09-23 | DortmundvSchalke 04Bundesliga · Germany | 0–4 | Bundesliga · Germany |
| 2000-09-23 | DerbyvLeedsPremier League · England | 1–1 | Premier League · England |
| 2000-09-23 | Bristol CityvColchesterLeague One · England | 1–1 | League One · England |
| 2000-09-23 | NimesvBeauvaisLigue 2 · France | 2–1 | Ligue 2 · France |
| 2000-09-23 | East StirlingvAlbion RvsLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-09-23 | GalatasarayvIstanbulsporSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-09-23 | StuttgartvBochumBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 2000-09-23 | WycombevPeterboroLeague One · England | 2–0 | League One · England |
| 2000-09-23 | StirlingvStranraerLeague One · Scotland | 2–0 | League One · Scotland |
| 2000-09-23 | Le MansvLorientLigue 2 · France | 1–1 | Ligue 2 · France |
| 2000-09-23 | HuddersfieldvBurnleyChampionship · England | 0–1 | Championship · England |
| 2000-09-23 | BordeauxvToulouseLigue 1 · France | 2–1 | Ligue 1 · France |
| 2000-09-23 | St MirrenvSt JohnstonePremiership · Scotland | 0–1 | Premiership · Scotland |
| 2000-09-23 | FerrolvElcheLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 2000-09-23 | Sheffield WedsvPrestonChampionship · England | 1–3 | Championship · England |
| 2000-09-23 | SedanvBastiaLigue 1 · France | 3–3 | Ligue 1 · France |
| 2000-09-23 | CardiffvKidderminsterLeague Two · England | 0–0 | League Two · England |
| 2000-09-23 | CarlislevExeterLeague Two · England | 0–1 | League Two · England |
| 2000-09-23 | WiganvNorthamptonLeague One · England | 2–1 | League One · England |
| 2000-09-23 | Crystal PalacevSheffield UnitedChampionship · England | 0–1 | Championship · England |
| 2000-09-23 | Las PalmasvValladolidLa Liga · Spain | 1–1 | La Liga · Spain |
| 2000-09-23 | Raith RvsvMortonChampionship · Scotland | 0–1 | Championship · Scotland |
| 2000-09-23 | BeverenvMouscronPro League · Belgium | 0–0 | Pro League · Belgium |
| 2000-09-23 | AuxerrevMarseilleLigue 1 · France | 0–1 | Ligue 1 · France |
| 2000-09-23 | ReadingvSwanseaLeague One · England | 5–1 | League One · England |
| 2000-09-23 | ElginvMontroseLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-09-23 | Real MadridvAth BilbaoLa Liga · Spain | 4–1 | La Liga · Spain |
| 2000-09-23 | SochauxvLe HavreLigue 2 · France | 3–0 | Ligue 2 · France |
| 2000-09-23 | AlloavInverness CChampionship · Scotland | 1–4 | Championship · Scotland |
| 2000-09-23 | ShrewsburyvRochdaleLeague Two · England | 0–4 | League Two · England |
| 2000-09-23 | AdanasporvAntalyasporSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-09-23 | StockportvWatfordChampionship · England | 2–3 | Championship · England |
| 2000-09-23 | HamiltonvPeterheadLeague Two · Scotland | 3–0 | League Two · Scotland |
| 2000-09-23 | GaziantepsporvSiirt Jet-PASüper Lig · Turkey | 4–0 | Süper Lig · Turkey |
| 2000-09-23 | BradfordvSouthamptonPremier League · England | 0–1 | Premier League · England |