| 2000-09-16 | ArbroathvStenhousemuirLeague One · Scotland | 3–0 | League One · Scotland |
| 2000-09-16 | Bayern MunichvUnterhachingBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 2000-09-16 | MouscronvWesterloPro League · Belgium | 3–5 | Pro League · Belgium |
| 2000-09-16 | BrightonvCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2000-09-16 | DarlingtonvBarnetLeague Two · England | 1–0 | League Two · England |
| 2000-09-16 | PSV EindhovenvSpartaEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 2000-09-16 | MalagavReal MadridLa Liga · Spain | 3–3 | La Liga · Spain |
| 2000-09-16 | ScunthorpevCardiffLeague Two · England | 0–2 | League Two · England |
| 2000-09-16 | BastiavRennesLigue 1 · France | 0–2 | Ligue 1 · France |
| 2000-09-16 | NorthamptonvNotts CountyLeague One · England | 1–0 | League One · England |
| 2000-09-16 | CowdenbeathvHamiltonLeague Two · Scotland | 2–0 | League Two · Scotland |
| 2000-09-16 | GentvBeverenPro League · Belgium | 5–0 | Pro League · Belgium |
| 2000-09-16 | Le HavrevCannesLigue 2 · France | 2–2 | Ligue 2 · France |
| 2000-09-16 | LorientvAngersLigue 2 · France | 3–0 | Ligue 2 · France |
| 2000-09-16 | PeterheadvEast StirlingLeague Two · Scotland | 2–4 | League Two · Scotland |
| 2000-09-16 | FalkirkvAlloaChampionship · Scotland | 1–1 | Championship · Scotland |
| 2000-09-16 | OlympiakosvEth AsterasSuper League · Greece | 6–0 | Super League · Greece |
| 2000-09-16 | Dundee UnitedvSt MirrenPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-09-16 | Bristol RvsvWiganLeague One · England | 0–0 | League One · England |
| 2000-09-16 | Ein FrankfurtvMunich 1860Bundesliga · Germany | 1–0 | Bundesliga · Germany |
| 2000-09-16 | SwanseavLutonLeague One · England | 4–0 | League One · England |
| 2000-09-16 | Inverness CvRoss CountyChampionship · Scotland | 0–1 | Championship · Scotland |
| 2000-09-16 | KilmarnockvAberdeenPremiership · Scotland | 1–0 | Premiership · Scotland |
| 2000-09-16 | EvertonvMan UnitedPremier League · England | 1–3 | Premier League · England |
| 2000-09-16 | NAC BredavGraafschapEredivisie · Netherlands | 3–0 | Eredivisie · Netherlands |
| 2000-09-16 | MortonvAyrChampionship · Scotland | 1–1 | Championship · Scotland |
| 2000-09-16 | BurnleyvGrimsbyChampionship · England | 1–1 | Championship · England |
| 2000-09-16 | BoltonvPortsmouthChampionship · England | 2–0 | Championship · England |
| 2000-09-16 | ValenciavMallorcaLa Liga · Spain | 4–0 | La Liga · Spain |
| 2000-09-16 | WimbledonvWolvesChampionship · England | 1–1 | Championship · England |
| 2000-09-16 | NicevNimesLigue 2 · France | 1–2 | Ligue 2 · France |
| 2000-09-16 | M'gladbachvMainz2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 2000-09-16 | MetzvSedanLigue 1 · France | 1–0 | Ligue 1 · France |
| 2000-09-16 | Sp LisbonvAlvercaPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 2000-09-16 | ReutlingenvAhlen2. Bundesliga · Germany | 5–1 | 2. Bundesliga · Germany |
| 2000-09-16 | BesiktasvFenerbahceSüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 2000-09-16 | OldhamvBristol CityLeague One · England | 0–0 | League One · England |
| 2000-09-16 |  MonacovToulouseLigue 1 · France | 3–0 | Ligue 1 · France |
| 2000-09-16 | AlbacetevEibarLa Liga 2 · Spain | 1–3 | La Liga 2 · Spain |
| 2000-09-16 | ClydevAirdrieChampionship · Scotland | 4–1 | Championship · Scotland |
| 2000-09-16 | ChesterfieldvMansfieldLeague Two · England | 4–0 | League Two · England |
| 2000-09-16 | SunderlandvDerbyPremier League · England | 2–1 | Premier League · England |
| 2000-09-16 | WalsallvBournemouthLeague One · England | 1–1 | League One · England |
| 2000-09-16 | St JohnstonevDundeePremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-09-16 | SouthamptonvNewcastlePremier League · England | 2–0 | Premier League · England |
| 2000-09-16 | Albion RvsvBrechinLeague Two · Scotland | 1–3 | League Two · Scotland |
| 2000-09-16 | PrestonvStockportChampionship · England | 1–1 | Championship · England |
| 2000-09-16 | BeauvaisvLe MansLigue 2 · France | 1–1 | Ligue 2 · France |
| 2000-09-16 | BarnsleyvQPRChampionship · England | 4–2 | Championship · England |
| 2000-09-16 | HibernianvMotherwellPremiership · Scotland | 2–0 | Premiership · Scotland |