| ROUND | R2 | R3 | R4 | R5 | R6 | QF | SF | F | |||
| r2 | R | r3 | R | r5 | R | ||||||
| Season archive |
| Saturday, 7 February 2009 | |||||
| r5 | Motherwell | 1-1 | St.Mirren | ||
| r5 | Inverness CT | 2-0 | Kilmarnock | ||
| r5 | Hearts | 0-1 | Falkirk | ||
| r5 | Hamilton | 2-1 | Dundee United | ||
| r5 | Celtic | 2-1 | Queen's Park | ||
| Tuesday, 17 February 2009 | |||||
| r5 | Aberdeen | 5-0 | East Fife | ||
| r5 | Airdrieonians | 1-2 | Dunfermline | ||
| Wednesday, 18 February 2009 | |||||
| r5 | Forfar Athletic | 0-4 | Rangers | ||
| Thursday, 19 February 2009 | |||||
| r5R | St.Mirren | 1-0 | Motherwell | ||
| 3 | +2 | Kevin GORDON (Forfar Athletic) |
| +1 | Simon LYNCH (Airdrieonians) | |
| Ian DIACK (Brechin City, 1p) | ||
| Scott DALZIEL (Stenhousemuir) | ||
| +3 | Chris SWAILES (Hamilton) | |
| 2 | +2 | John SUTTON (Motherwell) |
| +1 | Ross CAMPBELL (Forfar Athletic) | |
| +2 | Graham BARRETT (Falkirk) | |
| +2 | Kenny MILLER (Rangers) | |
| +2 | Jim HAMILTON (St.Mirren, 1p) | |
| +2 | Chris MAGUIRE (Aberdeen) | |
| Andy SHIRRA (Stenhousemuir) | ||
| Kenny WRIGHT (Elgin City) | ||
| +2 | Filipe MORAIS (Inverness CT) | |
| +1 | Paul CAIRNEY (Queen's Park, 1p) | |
| Brown FERGUSON (Alloa Athletic) | ||
| +1 | Graham GIBSON (Forfar Athletic) | |
| +2 | Scott ARFIELD (Falkirk, 1p) | |
| +1 | Bryan PRUNTY (Ayr United) | |
| Brian GRAHAM (East Stirlingshire) | ||
| +1 | Martin BAVIDGE (Peterhead) | |
| Sean HIGGINS (Ross County) | ||
| Derek CARCARY (Dumbarton) | ||
| +2 | Simon FORD (Kilmarnock) | |
| +2 | Graham BAYNE (Dunfermline) |