| 1999-12-16 | Hondurasv ZambiaFriendly | 7–1 | Friendly |
| 1999-12-16 | FeyenoordvGraafschapEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-12-15 | WolfsburgvUlmBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-12-15 | CottbusvOffenbach2. Bundesliga · Germany | 5–0 | 2. Bundesliga · Germany |
| 1999-12-15 | Schalke 04vDortmundBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-12-15 | DarlingtonvChesterLeague Two · England | 3–1 | League Two · England |
| 1999-12-15 | F KolnvMannheim2. Bundesliga · Germany | 1–5 | 2. Bundesliga · Germany |
| 1999-12-15 | Malawiv RwandaFriendly | 1–2 | Friendly |
| 1999-12-15 | Ein FrankfurtvLeverkusenBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-12-15 | VitessevWillem IIEredivisie · Netherlands | 3–1 | Eredivisie · Netherlands |
| 1999-12-15 | TernanavPistoieseSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-12-15 | AjaxvPSV EindhovenEredivisie · Netherlands | 1–3 | Eredivisie · Netherlands |
| 1999-12-15 | AachenvOberhausen2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 1999-12-15 | UnterhachingvHamburgBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-12-15 | SpartavDen BoschEredivisie · Netherlands | 3–2 | Eredivisie · Netherlands |
| 1999-12-15 | KaiserslauternvFreiburgBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-12-15 | KarlsruhevGreuther Furth2. Bundesliga · Germany | 0–1 | 2. Bundesliga · Germany |
| 1999-12-15 | MainzvM'gladbach2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 1999-12-15 | Nott'm ForestvFulhamChampionship · England | 0–0 | Championship · England |
| 1999-12-15 | HeerenveenvWaalwijkEredivisie · Netherlands | 4–1 | Eredivisie · Netherlands |
| 1999-12-15 | NijmegenvMVV MaastrichtEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 1999-12-15 | St PaulivFC Koln2. Bundesliga · Germany | 1–2 | 2. Bundesliga · Germany |
| 1999-12-14 | CarlislevTorquayLeague Two · England | 0–0 | League Two · England |
| 1999-12-14 | AirdrievLivingstonChampionship · Scotland | 2–3 | Championship · Scotland |
| 1999-12-14 | HerthavMunich 1860Bundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-12-14 | DuisburgvWerder BremenBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-12-14 | StuttgartvHansa RostockBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 1999-12-14 | Greecev GhanaFriendly | 1–1 | Friendly |
| 1999-12-14 | CrewevWolvesChampionship · England | 1–0 | Championship · England |
| 1999-12-14 | HannovervStuttgarter K2. Bundesliga · Germany | 2–1 | 2. Bundesliga · Germany |
| 1999-12-14 | GrimsbyvWest BromChampionship · England | 1–1 | Championship · England |
| 1999-12-14 | NurnbergvTB Berlin2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 1999-12-14 | LensvNantesLigue 1 · France | 1–2 | Ligue 1 · France |
| 1999-12-14 | ChemnitzvBochum2. Bundesliga · Germany | 3–3 | 2. Bundesliga · Germany |
| 1999-12-14 | Bayern MunichvBielefeldBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-12-13 | BenficavLeiriaPrimeira Liga · Portugal | 3–2 | Primeira Liga · Portugal |
| 1999-12-13 | Malawiv RwandaFriendly | 1–1 | Friendly |
| 1999-12-13 | Saint Luciav DominicaFriendly | 2–1 | Friendly |
| 1999-12-13 | BresciavGenoaSerie B · Italy | 0–1 | Serie B · Italy |
| 1999-12-13 | OFIvPanathinaikosSuper League · Greece | 3–4 | Super League · Greece |
| 1999-12-13 | SetubalvPortoPrimeira Liga · Portugal | 1–4 | Primeira Liga · Portugal |
| 1999-12-13 | AEKvPanahaikiSuper League · Greece | 3–0 | Super League · Greece |
| 1999-12-12 | Ath MadridvValenciaLa Liga · Spain | 1–2 | La Liga · Spain |
| 1999-12-12 | SociedadvLa CorunaLa Liga · Spain | 0–1 | La Liga · Spain |
| 1999-12-12 | WolfsburgvEin FrankfurtBundesliga · Germany | 1–0 | Bundesliga · Germany |
| 1999-12-12 | Den BoschvVitesseEredivisie · Netherlands | 2–1 | Eredivisie · Netherlands |
| 1999-12-12 | AlavesvBetisLa Liga · Spain | 2–0 | La Liga · Spain |
| 1999-12-12 | ToledovExtremaduraLa Liga 2 · Spain | 2–0 | La Liga 2 · Spain |
| 1999-12-12 | PAOKvXanthiSuper League · Greece | 5–0 | Super League · Greece |
| 1999-12-12 | Sp LisbonvRio AvePrimeira Liga · Portugal | 2–1 | Primeira Liga · Portugal |