| 2008-10-28 | BrightonvLeicesterLeague One · England | 3–2 | League One · England |
| 2008-10-28 | ExetervChesterfieldLeague Two · England | 1–6 | League Two · England |
| 2008-10-28 | CardiffvBlackpoolChampionship · England | 2–0 | Championship · England |
| 2008-10-28 | AldershotvPort ValeLeague Two · England | 1–0 | League Two · England |
| 2008-10-28 | BresciavSalernitanaSerie B · Italy | 1–0 | Serie B · Italy |
| 2008-10-28 | VolendamvWillem IIEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 2008-10-28 | CrewevPeterboroLeague One · England | 1–1 | League One · England |
| 2008-10-28 | ShrewsburyvBarnetLeague Two · England | 2–2 | League Two · England |
| 2008-10-28 | BielefeldvCottbusBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 2008-10-28 | RiminivMantovaSerie B · Italy | 1–0 | Serie B · Italy |
| 2008-10-28 | NewcastlevWest BromPremier League · England | 2–1 | Premier League · England |
| 2008-10-28 | PisavAvellinoSerie B · Italy | 1–1 | Serie B · Italy |
| 2008-10-28 | BordeauxvLe HavreLigue 1 · France | 4–0 | Ligue 1 · France |
| 2008-10-28 | OldhamvScunthorpeLeague One · England | 3–0 | League One · England |
| 2008-10-28 | PrestonvWatfordChampionship · England | 2–0 | Championship · England |
| 2008-10-28 | CittadellavBariSerie B · Italy | 1–1 | Serie B · Italy |
| 2008-10-28 | Sheffield WedsvPlymouthChampionship · England | 0–1 | Championship · England |
| 2008-10-28 | StockportvTranmereLeague One · England | 0–0 | League One · England |
| 2008-10-28 | LincolnvGillinghamLeague Two · England | 2–0 | League Two · England |
| 2008-10-28 | KarlsruhevSchalke 04Bundesliga · Germany | 0–3 | Bundesliga · Germany |
| 2008-10-28 | RotherhamvDarlingtonLeague Two · England | 0–1 | League Two · England |
| 2008-10-28 | ParmavTriestinaSerie B · Italy | 2–1 | Serie B · Italy |
| 2008-10-28 | IpswichvCharltonChampionship · England | 1–1 | Championship · England |
| 2008-10-28 | Bristol CityvSheffield UnitedChampionship · England | 0–0 | Championship · England |
| 2008-10-28 | SouthamptonvCoventryChampionship · England | 1–1 | Championship · England |
| 2008-10-28 | AugsburgvFrankfurt FSV2. Bundesliga · Germany | 2–2 | 2. Bundesliga · Germany |
| 2008-10-28 | Dag and RedvGrimsbyLeague Two · England | 4–0 | League Two · England |
| 2008-10-28 | WehenvIngolstadt2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 2008-10-28 | WolvesvSwanseaChampionship · England | 2–1 | Championship · England |
| 2008-10-28 | DoncastervBarnsleyChampionship · England | 0–1 | Championship · England |
| 2008-10-28 | Werder BremenvLeverkusenBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 2008-10-28 | CarlislevHartlepoolLeague One · England | 0–1 | League One · England |
| 2008-10-28 | MorecambevAccringtonLeague Two · England | 1–1 | League Two · England |
| 2008-10-28 | Hansa RostockvGreuther Furth2. Bundesliga · Germany | 1–2 | 2. Bundesliga · Germany |
| 2008-10-28 | AlbinoleffevAscoliSerie B · Italy | 2–0 | Serie B · Italy |
| 2008-10-28 | Leyton OrientvMilton Keynes DonsLeague One · England | 1–2 | League One · England |
| 2008-10-28 | ChestervBrentfordLeague Two · England | 3–0 | League Two · England |
| 2008-10-28 | Roda JCvAZ AlkmaarEredivisie · Netherlands | 0–2 | Eredivisie · Netherlands |
| 2008-10-28 | Crystal PalacevNott'm ForestChampionship · England | 1–2 | Championship · England |
| 2008-10-28 | MillwallvHerefordLeague One · England | 1–0 | League One · England |
| 2008-10-28 | AnconavLivornoSerie B · Italy | 2–2 | Serie B · Italy |
| 2008-10-28 | HuddersfieldvYeovilLeague One · England | 0–0 | League One · England |
| 2008-10-28 | SouthendvLeedsLeague One · England | 1–0 | League One · England |
| 2008-10-28 | QPRvBirminghamChampionship · England | 1–0 | Championship · England |
| 2008-10-28 | VicenzavModenaSerie B · Italy | 2–2 | Serie B · Italy |
| 2008-10-27 |  Curaçaoplayed as Netherlands Antillesv BarbadosCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 2008-10-27 |  Cubav SurinameCFU Caribbean Cup qualification | 6–0 | CFU Caribbean Cup qualification |
| 2008-10-27 | AjacciovStrasbourgLigue 2 · France | 1–1 | Ligue 2 · France |
| 2008-10-27 | Sp BragavEst AmadoraPrimeira Liga · Portugal | 5–0 | Primeira Liga · Portugal |
| 2008-10-26 | GentvClub BruggePro League · Belgium | 3–0 | Pro League · Belgium |