| 2000-01-16 | PanahaikivIraklisSuper League · Greece | 0–1 | Super League · Greece |
| 2000-01-16 | RecreativovCompostelaLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 2000-01-16 | MeridavLeganesLa Liga 2 · Spain | 0–4 | La Liga 2 · Spain |
| 2000-01-16 | LeiriavSetubalPrimeira Liga · Portugal | 0–0 | Primeira Liga · Portugal |
| 2000-01-16 | NewcastlevSouthamptonPremier League · England | 5–0 | Premier League · England |
| 2000-01-16 | BresciavCosenzaSerie B · Italy | 0–1 | Serie B · Italy |
| 2000-01-15 | East FifevForfarLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2000-01-15 | ReadingvCambridgeLeague One · England | 0–0 | League One · England |
| 2000-01-15 | EvertonvTottenhamPremier League · England | 2–2 | Premier League · England |
| 2000-01-15 |  MonacovRennesLigue 1 · France | 3–1 | Ligue 1 · France |
| 2000-01-15 | SochauxvLouhans-Cuis.Ligue 2 · France | 1–1 | Ligue 2 · France |
| 2000-01-15 | BursasporvVansporSüper Lig · Turkey | 3–2 | Süper Lig · Turkey |
| 2000-01-15 | CharleroivMechelenPro League · Belgium | 1–4 | Pro League · Belgium |
| 2000-01-15 | CardiffvOxfordLeague One · England | 1–1 | League One · England |
| 2000-01-15 | BolognavBariSerie A · Italy | 1–0 | Serie A · Italy |
| 2000-01-15 | WiganvMillwallLeague One · England | 1–1 | League One · England |
| 2000-01-15 | ArsenalvSunderlandPremier League · England | 4–1 | Premier League · England |
| 2000-01-15 | ChelseavLeicesterPremier League · England | 1–1 | Premier League · England |
| 2000-01-15 | BlackpoolvLutonLeague One · England | 3–3 | League One · England |
| 2000-01-15 | QPRvBoltonChampionship · England | 0–1 | Championship · England |
| 2000-01-15 | NantesvTroyesLigue 1 · France | 3–0 | Ligue 1 · France |
| 2000-01-15 | LavalvNimesLigue 2 · France | 1–1 | Ligue 2 · France |
| 2000-01-15 | ExetervBarnetLeague Two · England | 0–0 | League Two · England |
| 2000-01-15 | BournemouthvBristol CityLeague One · England | 2–3 | League One · England |
| 2000-01-15 | MacclesfieldvDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2000-01-15 | WycombevScunthorpeLeague One · England | 2–1 | League One · England |
| 2000-01-15 | GeelvSt TruidenPro League · Belgium | 1–2 | Pro League · Belgium |
| 2000-01-15 | MaritimovBenficaPrimeira Liga · Portugal | 0–0 | Primeira Liga · Portugal |
| 2000-01-15 | SouthendvRochdaleLeague Two · England | 3–3 | League Two · England |
| 2000-01-15 | SedanvLensLigue 1 · France | 0–0 | Ligue 1 · France |
| 2000-01-15 | Sheffield WedsvBradfordPremier League · England | 2–0 | Premier League · England |
| 2000-01-15 | AuxerrevLyonLigue 1 · France | 2–0 | Ligue 1 · France |
| 2000-01-15 | TranmerevStockportChampionship · England | 0–0 | Championship · England |
| 2000-01-15 | WatfordvLiverpoolPremier League · England | 2–3 | Premier League · England |
| 2000-01-15 | West HamvAston VillaPremier League · England | 1–1 | Premier League · England |
| 2000-01-15 | GalatasarayvAltaySüper Lig · Turkey | 3–1 | Süper Lig · Turkey |
| 2000-01-15 | Bristol RvsvGillinghamLeague One · England | 2–1 | League One · England |
| 2000-01-15 | ShrewsburyvPlymouthLeague Two · England | 0–0 | League Two · England |
| 2000-01-15 | ChesterfieldvBurnleyLeague One · England | 1–1 | League One · England |
| 2000-01-15 | AnkaragucuvGaziantepsporSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-01-15 | GenkvGentPro League · Belgium | 0–1 | Pro League · Belgium |
| 2000-01-15 | MiddlesbroughvDerbyPremier League · England | 1–4 | Premier League · England |
| 2000-01-15 | Crystal PalacevBarnsleyChampionship · England | 0–2 | Championship · England |
| 2000-01-15 | CannesvLe MansLigue 2 · France | 2–1 | Ligue 2 · France |
| 2000-01-15 | Queen of SthvStenhousemuirLeague One · Scotland | 3–1 | League One · Scotland |
| 2000-01-15 | AntalyasporvKocaelisporSüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 2000-01-15 | WalsallvSheffield UnitedChampionship · England | 2–1 | Championship · England |
| 2000-01-15 | LillevChateaurouxLigue 2 · France | 1–0 | Ligue 2 · France |
| 2000-01-15 | ValencevNiortLigue 2 · France | 0–0 | Ligue 2 · France |
| 2000-01-15 | CaenvCreteilLigue 2 · France | 1–1 | Ligue 2 · France |