| 1999-04-25 | VallecanovLleidaLa Liga 2 · Spain | 4–1 | La Liga 2 · Spain |
| 1999-04-25 | WaalwijkvTwenteEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 1999-04-25 | AcademicavLeiriaPrimeira Liga · Portugal | 0–1 | Primeira Liga · Portugal |
| 1999-04-25 | DardanelsporvKocaelisporSüper Lig · Turkey | 3–1 | Süper Lig · Turkey |
| 1999-04-25 | ProodeytikivVeroiaSuper League · Greece | 1–0 | Super League · Greece |
| 1999-04-25 | ReggianavCesenaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-04-25 | BursasporvIstanbulsporSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 1999-04-25 | OberhausenvHannover2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 1999-04-25 | IraklisvPanathinaikosSuper League · Greece | 3–3 | Super League · Greece |
| 1999-04-25 | Munich 1860vBayern MunichBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-04-25 | AtalantavTorinoSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-04-25 | RavennavMonzaSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-04-25 | UtrechtvMVV MaastrichtEredivisie · Netherlands | 0–2 | Eredivisie · Netherlands |
| 1999-04-25 | OlympiakosvArisSuper League · Greece | 1–0 | Super League · Greece |
| 1999-04-25 | OviedovZaragozaLa Liga · Spain | 1–2 | La Liga · Spain |
| 1999-04-25 | Ath MadridvBarcelonaLa Liga · Spain | 1–1 | La Liga · Spain |
| 1999-04-25 |  Eswatiniplayed as Swazilandv LesothoFriendly | 4–1 | Friendly |
| 1999-04-25 | UerdingenvBielefeld2. Bundesliga · Germany | 0–4 | 2. Bundesliga · Germany |
| 1999-04-25 | JuventusvFiorentinaSerie A · Italy | 2–1 | Serie A · Italy |
| 1999-04-25 | EibarvRecreativoLa Liga 2 · Spain | 0–0 | La Liga 2 · Spain |
| 1999-04-25 | Ethnikos AsterasvEleysinaSuper League · Greece | 0–0 | Super League · Greece |
| 1999-04-25 | AlavesvVillarealLa Liga · Spain | 2–1 | La Liga · Spain |
| 1999-04-25 | SalernitanavBolognaSerie A · Italy | 4–0 | Serie A · Italy |
| 1999-04-25 | RomavParmaSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-04-25 | EmpolivBariSerie A · Italy | 0–2 | Serie A · Italy |
| 1999-04-25 | LeedsvMan UnitedPremier League · England | 1–1 | Premier League · England |
| 1999-04-25 | Paris SGvLe HavreLigue 1 · France | 3–0 | Ligue 1 · France |
| 1999-04-25 | Beira MarvMaritimoPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-04-25 | NapolivChievoSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-04-25 | Las PalmasvSevillaLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 1999-04-25 | CagliarivPerugiaSerie A · Italy | 2–2 | Serie A · Italy |
| 1999-04-25 | TB BerlinvWattenscheid2. Bundesliga · Germany | 1–0 | 2. Bundesliga · Germany |
| 1999-04-25 | PiacenzavVeneziaSerie A · Italy | 0–1 | Serie A · Italy |
| 1999-04-25 | Willem IIvAjaxEredivisie · Netherlands | 3–1 | Eredivisie · Netherlands |
| 1999-04-25 | HarelbekevLiersePro League · Belgium | 3–1 | Pro League · Belgium |
| 1999-04-25 | Barcelona BvBadajozLa Liga 2 · Spain | 0–1 | La Liga 2 · Spain |
| 1999-04-25 | AnkaragucuvAdanasporSüper Lig · Turkey | 2–2 | Süper Lig · Turkey |
| 1999-04-25 | SampdoriavLazioSerie A · Italy | 0–1 | Serie A · Italy |
| 1999-04-25 | Sp LisbonvBoavistaPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-04-24 | ExetervRochdaleLeague Two · England | 2–1 | League Two · England |
| 1999-04-24 | StenhousemuirvDumbartonLeague Two · Scotland | 0–2 | League Two · Scotland |
| 1999-04-24 | MouscronvBeverenPro League · Belgium | 1–0 | Pro League · Belgium |
| 1999-04-24 | Man CityvWycombeLeague One · England | 1–2 | League One · England |
| 1999-04-24 | WimbledonvNewcastlePremier League · England | 1–1 | Premier League · England |
| 1999-04-24 | WesterlovCharleroiPro League · Belgium | 1–0 | Pro League · Belgium |
| 1999-04-24 | BenficavPortoPrimeira Liga · Portugal | 1–1 | Primeira Liga · Portugal |
| 1999-04-24 | PortsmouthvStockportChampionship · England | 3–1 | Championship · England |
| 1999-04-24 | GuingampvTroyesLigue 2 · France | 2–0 | Ligue 2 · France |
| 1999-04-24 | ValenciavCeltaLa Liga · Spain | 2–2 | La Liga · Spain |
| 1999-04-24 | HuddersfieldvBarnsleyChampionship · England | 0–1 | Championship · England |