| ROUND | R2 | R3 | R4 | R5 | R6 | QF | SF | F | |||
| r2 | R | r3 | R | r5 | R | ||||||
| Season archive |
| Saturday, 10 January 2009 | ||||||
| r4 | Alloa Athletic | 1-2 | Aberdeen | |||
| 42(p) | Scott | 9 | Miller | |||
| 57 | Aluko | |||||
| r4 | Peterhead | 2-2 | Queen's Park | |||
| 17 | Bavidge | 35 | Brough | |||
| 73 | Anderson | 43 | Cairney | |||
| r4 | Ross County | 0-1 | Hamilton | |||
| 22 | Swailes | |||||
| r4 | Celtic | 2-1 | Dundee | |||
| 37 | Brown | 14 | McMenamin | |||
| 44 | McGeady | |||||
| r4 | Inverness CT | 3-0 | Partick Thistle | |||
| 28 | Morais | |||||
| 46 | Vigurs | |||||
| 56 | Morais | |||||
| r4 | Falkirk | 4-2 | Queen of the South | |||
| 37(p) | Arfield | 41 | Wilson | |||
| 48 | Arfield | 48 | Harris | |||
| 68 | Barrett | |||||
| 81 | Barrett | |||||
| r4 | Dunfermline | 2-0 | Clyde | |||
| 20 | Phinn | |||||
| 66 | Bayne | |||||
| r4 | Stenhousemuir | 0-1 | East Fife | |||
| 84 | Linn | |||||
| r4 | Airdrieonians | 2-1 | Spartans | |||
| 26 | Di Giacomo | 54 | ||||
| 43 | Lynch | |||||
| Sunday, 11 January 2009 | ||||||
| r4 | East Stirlingshire | 0-4 | Dundee United | |||
| 15 | Buaben | |||||
| 40 | Dods | |||||
| 43 | Daly | |||||
| 55(p) | Russell | |||||
| r4 | Hibernian | 0-2 | Hearts | |||
| 38 | Nadé | |||||
| 90 | Glen | |||||
| Tuesday, 13 January 2009 | ||||||
| r4 | Brechin City | 1-3 | St.Mirren | |||
| 46 | Janczyk | 25(p) | Hamilton | |||
| 56 | Wyness | |||||
| 70 | Hamilton | |||||
| r4 | Forfar Athletic | 6-1 | Forres Mechanics | |||
| 2 | Gibson | 23 | ||||
| 4(og) | ||||||
| 24 | Tulloch | |||||
| 31 | Campbell | |||||
| 43 | Gordon | |||||
| 54 | Gordon | |||||
| r4 | St.Johnstone | 0-2 | Rangers | |||
| 43(og) | McCaffrey | |||||
| 79 | Nacho Novo | |||||
| Thursday, 22 January 2009 | ||||||
| r4 | Kilmarnock | 3-1 | Ayr United | |||
| 50 | Ford | 10 | Prunty | |||
| 76 | Taouil | |||||
| 80 | Ford | |||||
| Monday, 2 February 2009 | ||||||
| r4 | Inverurie Locos | 0-3 | Motherwell | |||
| 2 | Sutton | |||||
| 57 | Clarkson | |||||
| 69 | Sutton | |||||
| 3 | +2 | Kevin GORDON (Forfar Athletic) |
| +1 | Simon LYNCH (Airdrieonians) | |
| Ian DIACK (Brechin City, 1p) | ||
| Scott DALZIEL (Stenhousemuir) | ||
| 2 | +2 | John SUTTON (Motherwell) |
| +1 | Ross CAMPBELL (Forfar Athletic) | |
| +2 | Graham BARRETT (Falkirk) | |
| +2 | Jim HAMILTON (St.Mirren, 1p) | |
| 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) |