| 2000-10-22 | BarivAtalantaSerie A · Italy | 0–2 | Serie A · Italy |
| 2000-10-22 | NapolivBolognaSerie A · Italy | 1–5 | Serie A · Italy |
| 2000-10-22 | BresciavFiorentinaSerie A · Italy | 1–1 | Serie A · Italy |
| 2000-10-21 | DenizlisporvKocaelisporSüper Lig · Turkey | 2–1 | Süper Lig · Turkey |
| 2000-10-21 | East StirlingvMontroseLeague Two · Scotland | 1–2 | League Two · Scotland |
| 2000-10-21 | NancyvLe HavreLigue 2 · France | 2–3 | Ligue 2 · France |
| 2000-10-21 | Queens ParkvForfarLeague One · Scotland | 0–0 | League One · Scotland |
| 2000-10-21 | HuddersfieldvPrestonChampionship · England | 0–0 | Championship · England |
| 2000-10-21 | TottenhamvDerbyPremier League · England | 3–1 | Premier League · England |
| 2000-10-21 | CardiffvMansfieldLeague Two · England | 2–0 | League Two · England |
| 2000-10-21 | Greuther FurthvNurnberg2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 2000-10-21 | ToulousevParis SGLigue 1 · France | 2–3 | Ligue 1 · France |
| 2000-10-21 | FeyenoordvHeerenveenEredivisie · Netherlands | 2–0 | Eredivisie · Netherlands |
| 2000-10-21 | CheltenhamvRochdaleLeague Two · England | 0–2 | League Two · England |
| 2000-10-21 | ValenciavZaragozaLa Liga · Spain | 1–0 | La Liga · Spain |
| 2000-10-21 | DundeevMotherwellPremiership · Scotland | 1–2 | Premiership · Scotland |
| 2000-10-21 | PeterheadvEast FifeLeague Two · Scotland | 0–0 | League Two · Scotland |
| 2000-10-21 | LeverkusenvDortmundBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 2000-10-21 | HullvSouthendLeague Two · England | 1–1 | League Two · England |
| 2000-10-21 | UdinesevInterSerie A · Italy | 3–0 | Serie A · Italy |
| 2000-10-21 | RizesporvAnkaragucuSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-10-21 | BlackpoolvMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2000-10-21 | YozgatsporvTrabzonsporSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-10-21 | ArbroathvBerwickLeague One · Scotland | 0–2 | League One · Scotland |
| 2000-10-21 | BrechinvDumbartonLeague Two · Scotland | 3–1 | League Two · Scotland |
| 2000-10-21 | IstanbulsporvSamsunsporSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 2000-10-21 | WycombevWalsallLeague One · England | 3–1 | League One · England |
| 2000-10-21 | TroyesvBastiaLigue 1 · France | 0–0 | Ligue 1 · France |
| 2000-10-21 | StenhousemuirvClydebankLeague One · Scotland | 2–1 | League One · Scotland |
| 2000-10-21 | StirlingvQueen of SthLeague One · Scotland | 0–1 | League One · Scotland |
| 2000-10-21 | Pacos FerreiravBenficaPrimeira Liga · Portugal | 0–0 | Primeira Liga · Portugal |
| 2000-10-21 | YorkvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2000-10-21 | Albion RvsvCowdenbeathLeague Two · Scotland | 1–0 | League Two · Scotland |
| 2000-10-21 | StranraervPartickLeague One · Scotland | 0–3 | League One · Scotland |
| 2000-10-21 | ColchestervCambridgeLeague One · England | 2–0 | League One · England |
| 2000-10-21 | St EtiennevMetzLigue 1 · France | 2–0 | Ligue 1 · France |
| 2000-10-21 | Raith RvsvAirdrieChampionship · Scotland | 1–1 | Championship · Scotland |
| 2000-10-21 | GraafschapvWillem IIEredivisie · Netherlands | 1–1 | Eredivisie · Netherlands |
| 2000-10-21 | NicevAngersLigue 2 · France | 2–0 | Ligue 2 · France |
| 2000-10-21 | RotherhamvOxfordLeague One · England | 3–1 | League One · England |
| 2000-10-21 | GillinghamvBarnsleyChampionship · England | 0–0 | Championship · England |
| 2000-10-21 | CrewevWimbledonChampionship · England | 0–4 | Championship · England |
| 2000-10-21 | LiverpoolvLeicesterPremier League · England | 1–0 | Premier League · England |
| 2000-10-21 | Sp LisbonvPortoPrimeira Liga · Portugal | 0–1 | Primeira Liga · Portugal |
| 2000-10-21 |  MonacovAuxerreLigue 1 · France | 1–1 | Ligue 1 · France |
| 2000-10-21 | HannovervStuttgarter K2. Bundesliga · Germany | 1–0 | 2. Bundesliga · Germany |
| 2000-10-21 | NorwichvSheffield UnitedChampionship · England | 4–2 | Championship · England |
| 2000-10-21 | Inverness CvLivingstonChampionship · Scotland | 2–2 | Championship · Scotland |
| 2000-10-21 | BarnetvHalifaxLeague Two · England | 1–0 | League Two · England |
| 2000-10-21 | WolvesvFulhamChampionship · England | 0–0 | Championship · England |