| 2000-05-21 | OffenbachvCottbus2. Bundesliga · Germany | 1–2 | 2. Bundesliga · Germany |
| 2000-05-21 | LleidavGetafeLa Liga 2 · Spain | 3–0 | La Liga 2 · Spain |
| 2000-05-21 | OberhausenvAachen2. Bundesliga · Germany | 3–0 | 2. Bundesliga · Germany |
| 2000-05-21 | SalamancavBadajozLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 2000-05-21 | PanathinaikosvApollonSuper League · Greece | 5–0 | Super League · Greece |
| 2000-05-21 | Greuther FurthvKarlsruhe2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 2000-05-21 | XanthivOlympiakosSuper League · Greece | 0–1 | Super League · Greece |
| 2000-05-21 | Ath Madrid BvRecreativoLa Liga 2 · Spain | 1–0 | La Liga 2 · Spain |
| 2000-05-21 |  Panamav NicaraguaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2000-05-21 | PistoiesevCosenzaSerie B · Italy | 1–0 | Serie B · Italy |
| 2000-05-21 | SalernitanavPescaraSerie B · Italy | 4–3 | Serie B · Italy |
| 2000-05-21 | PAOKvKavalaSuper League · Greece | 5–0 | Super League · Greece |
| 2000-05-21 | SampdoriavMonzaSerie B · Italy | 2–1 | Serie B · Italy |
| 2000-05-21 | Las PalmasvElcheLa Liga 2 · Spain | 4–1 | La Liga 2 · Spain |
| 2000-05-21 | BochumvChemnitz2. Bundesliga · Germany | 5–1 | 2. Bundesliga · Germany |
| 2000-05-21 |  Saint Vincent and the Grenadinesv Antigua and BarbudaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2000-05-21 | TB BerlinvNurnberg2. Bundesliga · Germany | 1–3 | 2. Bundesliga · Germany |
| 2000-05-21 | LeganesvSp GijonLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 2000-05-21 | LogronesvEibarLa Liga 2 · Spain | 0–1 | La Liga 2 · Spain |
| 2000-05-21 | KalamatavArisSuper League · Greece | 5–2 | Super League · Greece |
| 2000-05-21 | GalatasarayvIstanbulsporSüper Lig · Turkey | 1–1 | Süper Lig · Turkey |
| 2000-05-21 | Ethnikos AsterasvPanioniosSuper League · Greece | 4–2 | Super League · Greece |
| 2000-05-21 | PanahaikivPaniliakosSuper League · Greece | 2–0 | Super League · Greece |
| 2000-05-21 | FC KolnvSt Pauli2. Bundesliga · Germany | 6–3 | 2. Bundesliga · Germany |
| 2000-05-21 | BursasporvKocaelisporSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 2000-05-21 | CesenavNapoliSerie B · Italy | 2–2 | Serie B · Italy |
| 2000-05-21 | BresciavTrevisoSerie B · Italy | 2–1 | Serie B · Italy |
| 2000-05-21 | AlbacetevExtremaduraLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |
| 2000-05-21 | MeridavToledoLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 2000-05-20 | SochauxvNimesLigue 2 · France | 2–0 | Ligue 2 · France |
| 2000-05-20 | KaiserslauternvMunich 1860Bundesliga · Germany | 1–1 | Bundesliga · Germany |
| 2000-05-20 | Bayern MunichvWerder BremenBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 2000-05-20 | HeartsvHibernianPremiership · Scotland | 2–1 | Premiership · Scotland |
| 2000-05-20 | OviedovSociedadLa Liga · Spain | 0–1 | La Liga · Spain |
| 2000-05-20 | Schalke 04vHansa RostockBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 2000-05-20 | Ein FrankfurtvUlmBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 2000-05-20 | CelticvDundee UnitedPremiership · Scotland | 2–0 | Premiership · Scotland |
| 2000-05-20 | LorientvAjaccioLigue 2 · France | 1–0 | Ligue 2 · France |
| 2000-05-20 | AdanasporvGaziantepsporSüper Lig · Turkey | 3–0 | Süper Lig · Turkey |
| 2000-05-20 | StuttgartvBielefeldBundesliga · Germany | 3–3 | Bundesliga · Germany |
| 2000-05-20 | NiortvCreteilLigue 2 · France | 1–3 | Ligue 2 · France |
| 2000-05-20 | WolfsburgvFreiburgBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 2000-05-20 | CannesvLouhans-Cuis.Ligue 2 · France | 2–1 | Ligue 2 · France |
| 2000-05-20 | AmiensvGuingampLigue 2 · France | 0–0 | Ligue 2 · France |
| 2000-05-20 | FenerbahcevDenizlisporSüper Lig · Turkey | 2–1 | Süper Lig · Turkey |
| 2000-05-20 | UnterhachingvLeverkusenBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 2000-05-20 | Le MansvWasquehalLigue 2 · France | 0–0 | Ligue 2 · France |
| 2000-05-20 | KilmarnockvSt JohnstonePremiership · Scotland | 3–2 | Premiership · Scotland |
| 2000-05-20 | DundeevAberdeenPremiership · Scotland | 0–2 | Premiership · Scotland |
| 2000-05-20 | DuisburgvHamburgBundesliga · Germany | 1–1 | Bundesliga · Germany |