| 2009-01-17 | LensvVannesLigue 2 · France | 2–1 | Ligue 2 · France |
| 2009-01-17 | Leyton OrientvBristol RvsLeague One · England | 1–2 | League One · England |
| 2009-01-17 | BradfordvAccringtonLeague Two · England | 1–1 | League Two · England |
| 2009-01-17 | StevenagevBarrowNational League · England | 3–0 | National League · England |
| 2009-01-17 | MansfieldvCrawley TownNational League · England | 1–0 | National League · England |
| 2009-01-17 | Crystal PalacevIpswichChampionship · England | 1–4 | Championship · England |
| 2009-01-17 | DarlingtonvLutonLeague Two · England | 5–1 | League Two · England |
| 2009-01-17 | DunfermlinevAirdrie UtdChampionship · Scotland | 1–1 | Championship · Scotland |
| 2009-01-17 | LokerenvWaregemPro League · Belgium | 2–1 | Pro League · Belgium |
| 2009-01-17 | NantesvBordeauxLigue 1 · France | 1–2 | Ligue 1 · France |
| 2009-01-17 | Asteras TripolisvThrasyvoulosSuper League · Greece | 3–0 | Super League · Greece |
| 2009-01-17 | BergenvGentPro League · Belgium | 1–2 | Pro League · Belgium |
| 2009-01-17 | Club BruggevMechelenPro League · Belgium | 3–0 | Pro League · Belgium |
| 2009-01-17 | RiminivCittadellaSerie B · Italy | 1–0 | Serie B · Italy |
| 2009-01-17 | MorecambevGillinghamLeague Two · England | 0–1 | League Two · England |
| 2009-01-17 | Bristol CityvWolvesChampionship · England | 2–2 | Championship · England |
| 2009-01-17 | GraafschapvWillem IIEredivisie · Netherlands | 1–0 | Eredivisie · Netherlands |
| 2009-01-17 | ChelseavStokePremier League · England | 2–1 | Premier League · England |
| 2009-01-17 | SouthamptonvDoncasterChampionship · England | 1–2 | Championship · England |
| 2009-01-17 | PartickvSt JohnstoneChampionship · Scotland | 0–0 | Championship · Scotland |
| 2009-01-17 | VallecanovLas PalmasLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 2009-01-17 | PrestonvBurnleyChampionship · England | 2–1 | Championship · England |
| 2009-01-17 | SalernitanavMantovaSerie B · Italy | 2–1 | Serie B · Italy |
| 2009-01-17 | GraysvBurtonNational League · England | 0–1 | National League · England |
| 2009-01-17 | AnconavAlbinoleffeSerie B · Italy | 1–0 | Serie B · Italy |
| 2009-01-17 | Queens ParkvBrechinLeague One · Scotland | 0–0 | League One · Scotland |
| 2009-01-17 | RochdalevLincolnLeague Two · England | 2–2 | League Two · England |
| 2009-01-17 | BarcelonavLa CorunaLa Liga · Spain | 5–0 | La Liga · Spain |
| 2009-01-17 | WycombevGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2009-01-17 | BoltonvMan UnitedPremier League · England | 0–1 | Premier League · England |
| 2009-01-17 | SalamancavMurciaLa Liga 2 · Spain | 2–3 | La Liga 2 · Spain |
| 2009-01-17 | Man CityvWiganPremier League · England | 1–0 | Premier League · England |
| 2009-01-17 | PeterborovWalsallLeague One · England | 1–0 | League One · England |
| 2009-01-17 | ChestervChesterfieldLeague Two · England | 1–3 | League Two · England |
| 2009-01-17 | PiacenzavVicenzaSerie B · Italy | 1–0 | Serie B · Italy |
| 2009-01-17 | ModenavTriestinaSerie B · Italy | 0–0 | Serie B · Italy |
| 2009-01-17 | Raith RvsvStranraerLeague One · Scotland | 2–1 | League One · Scotland |
| 2009-01-17 | Den HaagvHeraclesEredivisie · Netherlands | 2–2 | Eredivisie · Netherlands |
| 2009-01-17 | StockportvSouthendLeague One · England | 3–1 | League One · England |
| 2009-01-17 | Ross CountyvQueen of SthChampionship · Scotland | 1–0 | Championship · Scotland |
| 2009-01-17 | SwanseavReadingChampionship · England | 2–0 | Championship · England |
| 2009-01-17 | ColchestervCheltenhamLeague One · England | 3–1 | League One · England |
| 2009-01-17 | CrewevScunthorpeLeague One · England | 3–2 | League One · England |
| 2009-01-17 | East StirlingvForfarLeague Two · Scotland | 3–2 | League Two · Scotland |
| 2009-01-17 | ElginvCowdenbeathLeague Two · Scotland | 1–1 | League Two · Scotland |
| 2009-01-17 | LivingstonvClydeChampionship · Scotland | 1–1 | Championship · Scotland |
| 2009-01-17 | CoventryvBlackpoolChampionship · England | 2–1 | Championship · England |
| 2009-01-17 | MilanvFiorentinaSerie A · Italy | 1–0 | Serie A · Italy |
| 2009-01-17 | HullvArsenalPremier League · England | 1–3 | Premier League · England |
| 2009-01-17 | ArbroathvEast FifeLeague One · Scotland | 0–2 | League One · Scotland |