| 2000-05-06 | BrentfordvColchesterLeague One · England | 0–0 | League One · England |
| 2000-05-06 | HamiltonvStirlingLeague One · Scotland | 1–0 | League One · Scotland |
| 2000-05-06 | DarlingtonvLincolnLeague Two · England | 2–0 | League Two · England |
| 2000-05-06 | Notts CountyvBuryLeague One · England | 2–2 | League One · England |
| 2000-05-06 | DumbartonvEast FifeLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2000-05-06 | CowdenbeathvQueens ParkLeague Two · Scotland | 2–3 | League Two · Scotland |
| 2000-05-06 | Raith RvsvClydebankChampionship · Scotland | 0–0 | Championship · Scotland |
| 2000-05-06 | St TruidenvLiersePro League · Belgium | 2–1 | Pro League · Belgium |
| 2000-05-06 |  Gambiav SenegalAmílcar Cabral Cup | 1–1 | Amílcar Cabral Cup |
| 2000-05-06 | Inverness CvSt MirrenChampionship · Scotland | 5–0 | Championship · Scotland |
| 2000-05-06 | CambridgevWycombeLeague One · England | 1–2 | League One · England |
| 2000-05-06 | WrexhamvGillinghamLeague One · England | 1–0 | League One · England |
| 2000-05-06 | LutonvOldhamLeague One · England | 1–1 | League One · England |
| 2000-05-06 | Club BruggevLommelPro League · Belgium | 3–1 | Pro League · Belgium |
| 2000-05-06 | BrechinvAlbion RvsLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2000-05-06 | BelenensesvSetubalPrimeira Liga · Portugal | 0–1 | Primeira Liga · Portugal |
| 2000-05-06 | LleidavAlbaceteLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 2000-05-06 | ExetervShrewsburyLeague Two · England | 1–2 | League Two · England |
| 2000-05-06 | WesterlovGeelPro League · Belgium | 4–1 | Pro League · Belgium |
| 2000-05-06 | HalifaxvMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2000-05-06 | TorquayvNorthamptonLeague Two · England | 1–2 | League Two · England |
| 2000-05-06 | MansfieldvPlymouthLeague Two · England | 2–2 | League Two · England |
| 2000-05-06 | East StirlingvForfarLeague Two · Scotland | 0–1 | League Two · Scotland |
| 2000-05-06 | BerwickvMontroseLeague Two · Scotland | 2–1 | League Two · Scotland |
| 2000-05-06 | ArsenalvChelseaPremier League · England | 2–1 | Premier League · England |
| 2000-05-06 | CardiffvBristol RvsLeague One · England | 1–0 | League One · England |
| 2000-05-06 | Real MadridvAlavesLa Liga · Spain | 0–1 | La Liga · Spain |
| 2000-05-06 |  Cape Verdev Sierra LeoneAmílcar Cabral Cup | 1–0 | Amílcar Cabral Cup |
| 2000-05-06 | StenhousemuirvRoss CountyLeague One · Scotland | 2–2 | League One · Scotland |
| 2000-05-06 | LokerenvBeverenPro League · Belgium | 5–2 | Pro League · Belgium |
| 2000-05-06 | HeartsvSt JohnstonePremiership · Scotland | 0–0 | Premiership · Scotland |
| 2000-05-06 | CordobavEibarLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 2000-05-06 | BursasporvDenizlisporSüper Lig · Turkey | 4–1 | Süper Lig · Turkey |
| 2000-05-06 | GaziantepsporvTrabzonsporSüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 2000-05-06 | ValenciavSociedadLa Liga · Spain | 4–0 | La Liga · Spain |
| 2000-05-06 | ScunthorpevBurnleyLeague One · England | 1–2 | League One · England |
| 2000-05-06 | MiddlesbroughvWatfordPremier League · England | 1–1 | Premier League · England |
| 2000-05-06 | ArbroathvPartickLeague One · Scotland | 3–2 | League One · Scotland |
| 2000-05-06 | Bristol CityvPrestonLeague One · England | 0–2 | League One · England |
| 2000-05-06 | ReadingvStokeLeague One · England | 1–0 | League One · England |
| 2000-05-06 | MillwallvOxfordLeague One · England | 1–0 | League One · England |
| 2000-05-06 | BrightonvCarlisleLeague Two · England | 1–0 | League Two · England |
| 2000-05-06 | HarelbekevGenkPro League · Belgium | 1–2 | Pro League · Belgium |
| 2000-05-06 | NumanciavEspanolLa Liga · Spain | 2–0 | La Liga · Spain |
| 2000-05-06 | Man UnitedvTottenhamPremier League · England | 3–1 | Premier League · England |
| 2000-05-06 | BarcelonavVallecanoLa Liga · Spain | 0–2 | La Liga · Spain |
| 2000-05-05 |  Guineav MaliAmílcar Cabral Cup | 3–1 | Amílcar Cabral Cup |
| 2000-05-05 | CreteilvWasquehalLigue 2 · France | 1–1 | Ligue 2 · France |
| 2000-05-05 | LorientvNimesLigue 2 · France | 0–1 | Ligue 2 · France |
| 2000-05-05 | GueugnonvLavalLigue 2 · France | 1–1 | Ligue 2 · France |