| 2008-12-31 |  Zambiav DjiboutiCECAFA Cup | 3–0 | CECAFA Cup |
| 2008-12-31 |  Sudanv KenyaCECAFA Cup | 0–0 | CECAFA Cup |
| 2008-12-30 | DunfermlinevLivingstonChampionship · Scotland | 1–0 | Championship · Scotland |
| 2008-12-30 | HullvAston VillaPremier League · England | 0–1 | Premier League · England |
| 2008-12-30 | MortonvPartickChampionship · Scotland | 2–0 | Championship · Scotland |
| 2008-12-30 | BrechinvAyrLeague One · Scotland | 0–1 | League One · Scotland |
| 2008-12-30 |  United Arab Emiratesv KuwaitFriendly | 0–0 | Friendly |
| 2008-12-29 | Man UnitedvMiddlesbroughPremier League · England | 1–0 | Premier League · England |
| 2008-12-29 | MansfieldvBurtonNational League · England | 0–2 | National League · England |
| 2008-12-29 | BlackpoolvWolvesChampionship · England | 2–2 | Championship · England |
| 2008-12-29 |  Bahrainv SyriaFriendly | 2–2 | Friendly |
| 2008-12-28 | Forest GreenvBarrowNational League · England | 2–1 | National League · England |
| 2008-12-28 | AjaxvDen HaagEredivisie · Netherlands | 3–0 | Eredivisie · Netherlands |
| 2008-12-28 | LutonvLincolnLeague Two · England | 3–2 | League Two · England |
| 2008-12-28 | ShrewsburyvBuryLeague Two · England | 1–0 | League Two · England |
| 2008-12-28 | StockportvLeedsLeague One · England | 1–3 | League One · England |
| 2008-12-28 | SouthamptonvReadingChampionship · England | 1–1 | Championship · England |
| 2008-12-28 | Notts CountyvRotherhamLeague Two · England | 0–3 | League Two · England |
| 2008-12-28 | SwindonvBrightonLeague One · England | 0–2 | League One · England |
| 2008-12-28 | UtrechtvRoda JCEredivisie · Netherlands | 3–1 | Eredivisie · Netherlands |
| 2008-12-28 | NewcastlevLiverpoolPremier League · England | 1–5 | Premier League · England |
| 2008-12-28 | AldershotvDag and RedLeague Two · England | 1–2 | League Two · England |
| 2008-12-28 | HartlepoolvCreweLeague One · England | 1–4 | League One · England |
| 2008-12-28 | Milton Keynes DonsvSouthendLeague One · England | 2–0 | League One · England |
| 2008-12-28 | OxfordvEbbsfleetNational League · England | 5–1 | National League · England |
| 2008-12-28 | CheltenhamvPeterboroLeague One · England | 3–6 | League One · England |
| 2008-12-28 | TorquayvKidderminsterNational League · England | 0–1 | National League · England |
| 2008-12-28 | West BromvTottenhamPremier League · England | 2–0 | Premier League · England |
| 2008-12-28 | ExetervBrentfordLeague Two · England | 0–2 | League Two · England |
| 2008-12-28 | NorthamptonvBristol RvsLeague One · England | 0–0 | League One · England |
| 2008-12-28 | CambridgevStevenageNational League · England | 1–1 | National League · England |
| 2008-12-28 | NorwichvNott'm ForestChampionship · England | 2–3 | Championship · England |
| 2008-12-28 | Cataloniav ColombiaFriendly | 2–1 | Friendly |
| 2008-12-28 | GroningenvHeerenveenEredivisie · Netherlands | 2–3 | Eredivisie · Netherlands |
| 2008-12-28 | ColchestervLeyton OrientLeague One · England | 1–0 | League One · England |
| 2008-12-28 | AccringtonvGrimsbyLeague Two · England | 3–1 | League Two · England |
| 2008-12-28 | DerbyvIpswichChampionship · England | 0–1 | Championship · England |
| 2008-12-28 | ArsenalvPortsmouthPremier League · England | 1–0 | Premier League · England |
| 2008-12-28 | BournemouthvBarnetLeague Two · England | 0–2 | League Two · England |
| 2008-12-28 | CoventryvSheffield WedsChampionship · England | 2–0 | Championship · England |
| 2008-12-28 | Port ValevRochdaleLeague Two · England | 2–1 | League Two · England |
| 2008-12-28 | DarlingtonvChesterfieldLeague Two · England | 0–0 | League Two · England |
| 2008-12-28 | LeicestervHerefordLeague One · England | 2–1 | League One · England |
| 2008-12-28 | MacclesfieldvChesterLeague Two · England | 3–1 | League Two · England |
| 2008-12-28 | OldhamvCarlisleLeague One · England | 0–0 | League One · England |
| 2008-12-28 | WrexhamvWokingNational League · England | 1–1 | National League · England |
| 2008-12-28 | BarnsleyvPrestonChampionship · England | 1–1 | Championship · England |
| 2008-12-28 | HuddersfieldvScunthorpeLeague One · England | 2–0 | League One · England |
| 2008-12-28 | Crawley TownvEastbourne BoroughNational League · England | 1–0 | National League · England |
| 2008-12-28 | GillinghamvWycombeLeague Two · England | 1–1 | League Two · England |