| 1999-02-14 | BresciavLuccheseSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-02-14 | ToulousevMarseilleLigue 1 · France | 1–0 | Ligue 1 · France |
| 1999-02-14 | HarelbekevClub BruggePro League · Belgium | 0–2 | Pro League · Belgium |
| 1999-02-13 | TranmerevQPRChampionship · England | 3–2 | Championship · England |
| 1999-02-13 | Rio AvevAcademicaPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-02-13 | AltayvSakaryasporSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 1999-02-13 | MallorcavSociedadLa Liga · Spain | 1–0 | La Liga · Spain |
| 1999-02-13 | OsasunavLleidaLa Liga 2 · Spain | 2–0 | La Liga 2 · Spain |
| 1999-02-13 | MacclesfieldvOldhamLeague One · England | 1–0 | League One · England |
| 1999-02-13 | ErzurumvSamsunsporSüper Lig · Turkey | 1–0 | Süper Lig · Turkey |
| 1999-02-13 |  Saint Luciav Antigua and BarbudaFriendly | 0–0 | Friendly |
| 1999-02-13 | AalstvGenkPro League · Belgium | 1–2 | Pro League · Belgium |
| 1999-02-13 | CharltonvLiverpoolPremier League · England | 1–0 | Premier League · England |
| 1999-02-13 | Le MansvAjaccioLigue 2 · France | 0–0 | Ligue 2 · France |
| 1999-02-13 | BrentfordvTorquayLeague Two · England | 3–2 | League Two · England |
| 1999-02-13 | PrestonvWycombeLeague One · England | 2–1 | League One · England |
| 1999-02-13 | GuingampvChateaurouxLigue 2 · France | 1–4 | Ligue 2 · France |
| 1999-02-13 | NimesvLilleLigue 2 · France | 3–0 | Ligue 2 · France |
| 1999-02-13 | HartlepoolvDarlingtonLeague Two · England | 2–3 | League Two · England |
| 1999-02-13 | MansfieldvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 1999-02-13 | CesenavRavennaSerie B · Italy | 4–2 | Serie B · Italy |
| 1999-02-13 | Notts CountyvBlackpoolLeague One · England | 0–1 | League One · England |
| 1999-02-13 | BrechinvDumbartonLeague Two · Scotland | 3–3 | League Two · Scotland |
| 1999-02-13 | Beira MarvChavesPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-02-13 |  MonacovRennesLigue 1 · France | 4–2 | Ligue 1 · France |
| 1999-02-13 | BeauvaisvSedanLigue 2 · France | 0–2 | Ligue 2 · France |
| 1999-02-13 | Ath MadridvEspanolLa Liga · Spain | 1–2 | La Liga · Spain |
| 1999-02-13 | BurnleyvReadingLeague One · England | 1–1 | League One · England |
| 1999-02-13 | FarensevSetubalPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-02-13 | BordeauxvBastiaLigue 1 · France | 2–0 | Ligue 1 · France |
| 1999-02-13 | StandardvCharleroiPro League · Belgium | 2–0 | Pro League · Belgium |
| 1999-02-13 | West HamvNott'm ForestPremier League · England | 2–1 | Premier League · England |
| 1999-02-13 | CannesvValenceLigue 2 · France | 1–1 | Ligue 2 · France |
| 1999-02-13 | BarnetvCardiffLeague Two · England | 1–0 | League Two · England |
| 1999-02-13 | GentvKortrijkPro League · Belgium | 3–1 | Pro League · Belgium |
| 1999-02-13 | LorientvMontpellierLigue 1 · France | 1–1 | Ligue 1 · France |
| 1999-02-13 | LeiriavCampomaiorensePrimeira Liga · Portugal | 3–1 | Primeira Liga · Portugal |
| 1999-02-13 | SwanseavCarlisleLeague Two · England | 1–1 | League Two · England |
| 1999-02-13 | LensvParis SGLigue 1 · France | 2–1 | Ligue 1 · France |
| 1999-02-13 | LommelvSt TruidenPro League · Belgium | 0–1 | Pro League · Belgium |
| 1999-02-13 | HalifaxvSouthendLeague Two · England | 3–1 | League Two · England |
| 1999-02-13 | OxfordvSwindonChampionship · England | 2–0 | Championship · England |
| 1999-02-13 | CambridgevScunthorpeLeague Two · England | 0–0 | League Two · England |
| 1999-02-13 | YorkvWalsallLeague One · England | 1–2 | League One · England |
| 1999-02-13 | AlbacetevAth Madrid BLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-02-13 | MaritimovBenficaPrimeira Liga · Portugal | 1–0 | Primeira Liga · Portugal |
| 1999-02-13 | AlvercavSp BragaPrimeira Liga · Portugal | 0–0 | Primeira Liga · Portugal |
| 1999-02-13 | GaziantepsporvBesiktasSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 1999-02-13 | NorthamptonvGillinghamLeague One · England | 0–1 | League One · England |
| 1999-02-13 | Crystal PalacevCreweChampionship · England | 1–1 | Championship · England |