| 1999-04-04 | MeridavHerculesLa Liga 2 · Spain | 3–1 | La Liga 2 · Spain |
| 1999-04-03 | LorientvBastiaLigue 1 · France | 3–1 | Ligue 1 · France |
| 1999-04-03 | CaenvCannesLigue 2 · France | 1–0 | Ligue 2 · France |
| 1999-04-03 | ToulousevBordeauxLigue 1 · France | 0–3 | Ligue 1 · France |
| 1999-04-03 | BarivRomaSerie A · Italy | 1–4 | Serie A · Italy |
| 1999-04-03 | SamsunsporvGalatasaraySüper Lig · Turkey | 0–3 | Süper Lig · Turkey |
| 1999-04-03 | F. AndriavNapoliSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-04-03 | WaalwijkvVitesseEredivisie · Netherlands | 0–2 | Eredivisie · Netherlands |
| 1999-04-03 | AcademicavAlvercaPrimeira Liga · Portugal | 0–5 | Primeira Liga · Portugal |
| 1999-04-03 | HamiltonvHibernianChampionship · Scotland | 0–2 | Championship · Scotland |
| 1999-04-03 | VeneziavSalernitanaSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-04-03 | EmpolivJuventusSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-04-03 | Munich 1860vNurnbergBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-04-03 | BrechinvRoss CountyLeague Two · Scotland | 0–1 | League Two · Scotland |
| 1999-04-03 | ScunthorpevExeterLeague Two · England | 2–0 | League Two · England |
| 1999-04-03 | CampomaiorensevBeira MarPrimeira Liga · Portugal | 4–1 | Primeira Liga · Portugal |
| 1999-04-03 | NicevGueugnonLigue 2 · France | 4–0 | Ligue 2 · France |
| 1999-04-03 | La CorunavAth MadridLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-04-03 | Dundee UnitedvMotherwellPremiership · Scotland | 0–3 | Premiership · Scotland |
| 1999-04-03 | BarnsleyvSheffield UnitedChampionship · England | 2–1 | Championship · England |
| 1999-04-03 | SwanseavChesterLeague Two · England | 1–1 | League Two · England |
| 1999-04-03 | BradfordvGrimsbyChampionship · England | 3–0 | Championship · England |
| 1999-04-03 | AirdrievAyrChampionship · Scotland | 0–2 | Championship · Scotland |
| 1999-04-03 | WasquehalvNiortLigue 2 · France | 1–1 | Ligue 2 · France |
| 1999-04-03 | LiverpoolvEvertonPremier League · England | 3–2 | Premier League · England |
| 1999-04-03 | HartlepoolvBrentfordLeague Two · England | 0–1 | League Two · England |
| 1999-04-03 | SunderlandvWest BromChampionship · England | 3–0 | Championship · England |
| 1999-04-03 | LaziovMilanSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-04-03 | NantesvAuxerreLigue 1 · France | 2–2 | Ligue 1 · France |
| 1999-04-03 | SwindonvIpswichChampionship · England | 0–6 | Championship · England |
| 1999-04-03 | LommelvLiersePro League · Belgium | 0–0 | Pro League · Belgium |
| 1999-04-03 | MacclesfieldvWycombeLeague One · England | 1–3 | League One · England |
| 1999-04-03 | CarlislevTorquayLeague Two · England | 3–0 | League Two · England |
| 1999-04-03 | StirlingvForfarLeague One · Scotland | 2–2 | League One · Scotland |
| 1999-04-03 | LavalvLilleLigue 2 · France | 1–0 | Ligue 2 · France |
| 1999-04-03 | GuingampvBeauvaisLigue 2 · France | 3–0 | Ligue 2 · France |
| 1999-04-03 | WimbledonvMan UnitedPremier League · England | 1–1 | Premier League · England |
| 1999-04-03 | AberdeenvDunfermlinePremiership · Scotland | 3–1 | Premiership · Scotland |
| 1999-04-03 | Schalke 04vWolfsburgBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-04-03 | LyonvMetzLigue 1 · France | 2–0 | Ligue 1 · France |
| 1999-04-03 | PanioniosvPanathinaikosSuper League · Greece | 0–2 | Super League · Greece |
| 1999-04-03 | WrexhamvBristol RvsLeague One · England | 1–0 | League One · England |
| 1999-04-03 | MortonvFalkirkChampionship · Scotland | 3–2 | Championship · Scotland |
| 1999-04-03 | StuttgartvDuisburgBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-04-03 | WesterlovGenkPro League · Belgium | 1–1 | Pro League · Belgium |
| 1999-04-03 | Bristol CityvPort ValeChampionship · England | 2–0 | Championship · England |
| 1999-04-03 | Leyton OrientvSouthendLeague Two · England | 0–3 | League Two · England |
| 1999-04-03 | IstanbulsporvAntalyasporSüper Lig · Turkey | 0–1 | Süper Lig · Turkey |
| 1999-04-03 | ReggianavRegginaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-04-03 | HarelbekevAalstPro League · Belgium | 5–1 | Pro League · Belgium |