| 1999-12-11 | SevillavBarcelonaLa Liga · Spain | 3–2 | La Liga · Spain |
| 1999-12-11 | LokerenvLiersePro League · Belgium | 5–1 | Pro League · Belgium |
| 1999-12-11 | Munich 1860vSchalke 04Bundesliga · Germany | 3–3 | Bundesliga · Germany |
| 1999-12-11 | GerminalvBeverenPro League · Belgium | 2–0 | Pro League · Belgium |
| 1999-12-11 | Notts CountyvBournemouthLeague One · England | 5–1 | League One · England |
| 1999-12-11 | Le HavrevNancyLigue 1 · France | 0–1 | Ligue 1 · France |
| 1999-12-11 | Inverness CvSt MirrenChampionship · Scotland | 1–1 | Championship · Scotland |
| 1999-12-11 | GoztepvFenerbahceSüper Lig · Turkey | 0–0 | Süper Lig · Turkey |
| 1999-12-11 | ShrewsburyvNorthamptonLeague Two · England | 1–0 | League Two · England |
| 1999-12-11 | MontpelliervStrasbourgLigue 1 · France | 1–1 | Ligue 1 · France |
| 1999-12-11 | WasquehalvValenceLigue 2 · France | 3–3 | Ligue 2 · France |
| 1999-12-11 | AnderlechtvCharleroiPro League · Belgium | 3–0 | Pro League · Belgium |
| 1999-12-10 | EmpolivAtalantaSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-12-10 | BielefeldvDuisburgBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-12-10 | AZ AlkmaarvFor SittardEredivisie · Netherlands | 2–0 | Eredivisie · Netherlands |
| 1999-12-10 | Stuttgarter KvChemnitz2. Bundesliga · Germany | 2–2 | 2. Bundesliga · Germany |
| 1999-12-10 | FC KolnvAachen2. Bundesliga · Germany | 4–0 | 2. Bundesliga · Germany |
| 1999-12-10 | Greuther FurthvHannover2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 1999-12-10 | TB BerlinvMainz2. Bundesliga · Germany | 2–1 | 2. Bundesliga · Germany |
| 1999-12-10 | BrightonvRochdaleLeague Two · England | 3–4 | League Two · England |
| 1999-12-10 | AdanasporvDenizlisporSüper Lig · Turkey | 3–2 | Süper Lig · Turkey |
| 1999-12-10 | SouthendvBarnetLeague Two · England | 1–3 | League Two · England |
| 1999-12-10 | BrentfordvChesterfieldLeague One · England | 1–1 | League One · England |
| 1999-12-10 | MaritimovGuimaraesPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-12-10 | Werder BremenvUnterhachingBundesliga · Germany | 2–2 | Bundesliga · Germany |
| 1999-12-08 | CowdenbeathvDumbartonLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1999-12-08 | AberdeenvHeartsPremiership · Scotland | 3–1 | Premiership · Scotland |
| 1999-12-08 | AlavesvSantanderLa Liga · Spain | 2–1 | La Liga · Spain |
| 1999-12-08 | BeverenvWesterloPro League · Belgium | 4–0 | Pro League · Belgium |
| 1999-12-07 | ForfarvMontroseLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1999-12-07 | BlackburnvBoltonChampionship · England | 3–1 | Championship · England |
| 1999-12-07 | BrechinvBerwickLeague Two · Scotland | 0–3 | League Two · Scotland |
| 1999-12-07 | ChesterfieldvBristol CityLeague One · England | 0–2 | League One · England |
| 1999-12-07 | CrewevWest BromChampionship · England | 2–0 | Championship · England |
| 1999-12-07 | Man CityvStockportChampionship · England | 1–2 | Championship · England |
| 1999-12-07 | AirdrievMortonChampionship · Scotland | 1–0 | Championship · Scotland |
| 1999-12-07 | Crystal PalacevIpswichChampionship · England | 2–2 | Championship · England |
| 1999-12-06 | TottenhamvWest HamPremier League · England | 0–0 | Premier League · England |
| 1999-12-06 | KarlsruhevFC Koln2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 1999-12-06 | Ethnikos AsterasvIonikosSuper League · Greece | 1–2 | Super League · Greece |
| 1999-12-06 | TrevisovAlzanoSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-12-05 | NijmegenvCambuurEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-12-05 |  Panamav CubaFriendly | 1–0 | Friendly |
| 1999-12-05 | GetafevLas PalmasLa Liga 2 · Spain | 2–1 | La Liga 2 · Spain |
| 1999-12-05 | NapolivEmpoliSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-12-05 | VeronavCagliariSerie A · Italy | 2–0 | Serie A · Italy |
| 1999-12-05 | NumanciavCeltaLa Liga · Spain | 3–1 | La Liga · Spain |
| 1999-12-05 | IraklisvOlympiakosSuper League · Greece | 3–4 | Super League · Greece |
| 1999-12-05 | XanthivAEKSuper League · Greece | 2–2 | Super League · Greece |
| 1999-12-05 | Willem IIvUtrechtEredivisie · Netherlands | 4–3 | Eredivisie · Netherlands |