| 2009-01-03 | Queens ParkvPeterheadLeague One · Scotland | 2–1 | League One · Scotland |
| 2009-01-03 | Rio AvevGuimaraesPrimeira Liga · Portugal | 2–4 | Primeira Liga · Portugal |
| 2009-01-03 | Asteras TripolisvOlympiakosSuper League · Greece | 0–1 | Super League · Greece |
| 2009-01-03 | LivingstonvAirdrie UtdChampionship · Scotland | 1–1 | Championship · Scotland |
| 2009-01-03 | GimnasticvGironaLa Liga 2 · Spain | 3–0 | La Liga 2 · Spain |
| 2009-01-03 | East StirlingvStenhousemuirLeague Two · Scotland | 0–3 | League Two · Scotland |
| 2009-01-03 | HuddersfieldvOldhamLeague One · England | 1–1 | League One · England |
| 2009-01-03 | ErgotelisvPanthrakikosSuper League · Greece | 0–1 | Super League · Greece |
| 2009-01-03 | BarcelonavMallorcaLa Liga · Spain | 3–1 | La Liga · Spain |
| 2009-01-03 | ClydevPartickChampionship · Scotland | 2–4 | Championship · Scotland |
| 2009-01-03 | CastellonvElcheLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 2009-01-03 |  UgandavZanzibarCECAFA Cup | 0–0 | CECAFA Cup |
| 2009-01-03 | Raith RvsvEast FifeLeague One · Scotland | 1–0 | League One · Scotland |
| 2009-01-03 |  Somaliav TanzaniaCECAFA Cup | 1–0 | CECAFA Cup |
| 2009-01-03 | RotherhamvDag and RedLeague Two · England | 1–1 | League Two · England |
| 2009-01-03 | XanthivPanioniosSuper League · Greece | 0–0 | Super League · Greece |
| 2009-01-03 | MortonvQueen of SthChampionship · Scotland | 2–2 | Championship · Scotland |
| 2009-01-03 | FalkirkvKilmarnockPremiership · Scotland | 1–1 | Premiership · Scotland |
| 2009-01-03 | HeartsvHibernianPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2009-01-03 | DarlingtonvBournemouthLeague Two · England | 2–1 | League Two · England |
| 2009-01-03 | DundeevDunfermlineChampionship · Scotland | 1–0 | Championship · Scotland |
| 2009-01-03 | BradfordvShrewsburyLeague Two · England | 0–0 | League Two · England |
| 2009-01-03 | EibarvXerezLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 2009-01-03 | ValenciavAth MadridLa Liga · Spain | 3–1 | La Liga · Spain |
| 2009-01-03 | St MirrenvMotherwellPremiership · Scotland | 0–0 | Premiership · Scotland |
| 2009-01-03 | StevenagevLewesNational League · England | 3–0 | National League · England |
| 2009-01-03 | SetubalvSp LisbonPrimeira Liga · Portugal | 0–2 | Primeira Liga · Portugal |
| 2009-01-03 | AlicantevMurciaLa Liga 2 · Spain | 0–2 | La Liga 2 · Spain |
| 2009-01-03 | CelticvDundee UnitedPremiership · Scotland | 2–2 | Premiership · Scotland |
| 2009-01-03 | SalamancavLas PalmasLa Liga 2 · Spain | 2–2 | La Liga 2 · Spain |
| 2009-01-03 | RochdalevAccringtonLeague Two · England | 3–1 | League Two · England |
| 2009-01-03 | AlbacetevZaragozaLa Liga 2 · Spain | 1–1 | La Liga 2 · Spain |
| 2009-01-02 |  Djiboutiv BurundiCECAFA Cup | 0–4 | CECAFA Cup |
| 2009-01-02 | AcademicavLeixoesPrimeira Liga · Portugal | 0–0 | Primeira Liga · Portugal |
| 2009-01-02 |  Kenyav ZambiaCECAFA Cup | 0–0 | CECAFA Cup |
| 2009-01-01 | Crawley TownvWokingNational League · England | 2–2 | National League · England |
| 2009-01-01 | YorkvBurtonNational League · England | 1–3 | National League · England |
| 2009-01-01 | OxfordvSalisburyNational League · England | 2–0 | National League · England |
| 2009-01-01 | Rushden & DvStevenageNational League · England | 1–1 | National League · England |
| 2009-01-01 | ZanzibarvSomaliaCECAFA Cup | 2–0 | CECAFA Cup |
| 2009-01-01 | GraysvEbbsfleetNational League · England | 3–1 | National League · England |
| 2009-01-01 | LewesvEastbourne BoroughNational League · England | 0–2 | National League · England |
| 2009-01-01 | Ugandav RwandaCECAFA Cup | 4–0 | CECAFA Cup |