| 1999-04-10 | DerbyvNott'm ForestPremier League · England | 1–0 | Premier League · England |
| 1999-04-10 | AirdrievFalkirkChampionship · Scotland | 1–2 | Championship · Scotland |
| 1999-04-10 | East StirlingvBerwickLeague Two · Scotland | 3–3 | League Two · Scotland |
| 1999-04-10 | OxfordvBuryChampionship · England | 0–1 | Championship · England |
| 1999-04-10 | Hansa RostockvDortmundBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-04-10 |  Mauritiusv AngolaAfrican Cup of Nations qualification | 1–1 | African Cup of Nations qualification |
| 1999-04-10 | St MirrenvMortonChampionship · Scotland | 1–5 | Championship · Scotland |
| 1999-04-10 | Aston VillavSouthamptonPremier League · England | 3–0 | Premier League · England |
| 1999-04-10 | HullvExeterLeague Two · England | 2–1 | League Two · England |
| 1999-04-10 | HeerenveenvNijmegenEredivisie · Netherlands | 3–2 | Eredivisie · Netherlands |
| 1999-04-10 | ScunthorpevBrentfordLeague Two · England | 0–0 | League Two · England |
| 1999-04-10 | CrewevPort ValeChampionship · England | 0–0 | Championship · England |
| 1999-04-10 | MiddlesbroughvCharltonPremier League · England | 2–0 | Premier League · England |
| 1999-04-10 | LeicestervWest HamPremier League · England | 0–0 | Premier League · England |
| 1999-04-10 | ColchestervWalsallLeague One · England | 1–0 | League One · England |
| 1999-04-10 | WrexhamvWycombeLeague One · England | 0–2 | League One · England |
| 1999-04-10 | NAC BredavRoda JCEredivisie · Netherlands | 0–0 | Eredivisie · Netherlands |
| 1999-04-10 |  Ugandav TunisiaAfrican Cup of Nations qualification | 0–2 | African Cup of Nations qualification |
| 1999-04-10 | Bayern MunichvSchalke 04Bundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-04-10 | StranraervAyrChampionship · Scotland | 0–2 | Championship · Scotland |
| 1999-04-10 | WatfordvBoltonChampionship · England | 2–0 | Championship · England |
| 1999-04-10 | SwindonvBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-04-10 | ClydebankvHamiltonChampionship · Scotland | 0–0 | Championship · Scotland |
| 1999-04-10 | Raith RvsvHibernianChampionship · Scotland | 1–3 | Championship · Scotland |
| 1999-04-10 | AlloavArbroathLeague One · Scotland | 1–2 | League One · Scotland |
| 1999-04-10 | Queens ParkvMontroseLeague Two · Scotland | 1–2 | League Two · Scotland |
| 1999-04-10 | Leyton OrientvCardiffLeague Two · England | 1–1 | League Two · England |
| 1999-04-10 | CowdenbeathvDumbartonLeague Two · Scotland | 2–1 | League Two · Scotland |
| 1999-04-10 | CarlislevPeterboroLeague Two · England | 1–1 | League Two · England |
| 1999-04-10 | SunderlandvHuddersfieldChampionship · England | 2–0 | Championship · England |
| 1999-04-10 | Willem IIvAZ AlkmaarEredivisie · Netherlands | 2–0 | Eredivisie · Netherlands |
| 1999-04-10 | NurnbergvM'gladbachBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-04-10 | Man CityvLincolnLeague One · England | 4–0 | League One · England |
| 1999-04-10 | MotherwellvDundeePremiership · Scotland | 1–2 | Premiership · Scotland |
| 1999-04-10 | WolvesvCrystal PalaceChampionship · England | 0–0 | Championship · England |
| 1999-04-10 | StenhousemuirvRoss CountyLeague Two · Scotland | 3–2 | League Two · Scotland |
| 1999-04-10 | PlymouthvBrightonLeague Two · England | 1–2 | League Two · England |
| 1999-04-10 | DarlingtonvTorquayLeague Two · England | 0–2 | League Two · England |
| 1999-04-10 | BarnetvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1999-04-10 | KilmarnockvAberdeenPremiership · Scotland | 4–2 | Premiership · Scotland |
| 1999-04-10 | GalatasarayvKarabuksporSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 1999-04-10 | StokevBristol RvsLeague One · England | 1–4 | League One · England |
| 1999-04-10 |  Gabonv South AfricaAfrican Cup of Nations qualification | 1–0 | African Cup of Nations qualification |
| 1999-04-09 | DuisburgvHamburgBundesliga · Germany | 2–3 | Bundesliga · Germany |
| 1999-04-09 | BesiktasvGenclerbirligiSüper Lig · Turkey | 2–0 | Süper Lig · Turkey |
| 1999-04-09 | CharleroivAnderlechtPro League · Belgium | 0–2 | Pro League · Belgium |
| 1999-04-09 | FreiburgvWerder BremenBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-04-09 | Stuttgarter KvGreuther Furth2. Bundesliga · Germany | 2–2 | 2. Bundesliga · Germany |
| 1999-04-09 | NancyvMetzLigue 1 · France | 1–0 | Ligue 1 · France |
| 1999-04-09 | UerdingenvWattenscheid2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |