| ROUND | R1 | R2 | R3 | QF | SF | F |
| Season archive |
| Tuesday, 22 September 2009 | ||||||
| r3 | Hibernian | 1-3 | St.Johnstone | |||
| 1 | Stokes | 7 | Swankie | |||
| 76 | Millar | |||||
| 82 | Morris | |||||
| r3 | Kilmarnock | 1-2 | St.Mirren | |||
| 87 | Kyle | 64 | McGinn | |||
| 90 | Dorman | |||||
| r3 | Dundee | 3-2 | Aberdeen | aet | ||
| 39 | Malone | 63 | Paton | |||
| 55 | Forsyth | 88 | Paton | |||
| 105 | Griffiths | |||||
| r3 | Motherwell | 3-2 | Inverness CT | aet | ||
| 33 | McHugh | 70 | Barrowman | |||
| 94(og) | Bulvītis | 111 | Munro | |||
| 119 | Forbes | |||||
| r3 | Ross County | 0-2 | Dundee United | |||
| 36 | Wilkie | |||||
| 77 | Russell | |||||
| Wednesday, 23 September 2009 | ||||||
| r3 | Hearts | 2-1 | Dunfermline | |||
| 56 | Glen | 15 | Bayne | |||
| 73(p) | Stewart | |||||
| r3 | Queen of the South | 1-2 | Rangers | |||
| 90 | Harris | 16 | Naismith | |||
| 79 | Nacho Novo | |||||
| r3 | Falkirk | 0-4 | Celtic | |||
| 28 | McDonald | |||||
| 53 | McDonald | |||||
| 64 | McCourt | |||||
| 73 | Killen | |||||
| 6 | Billy MEHMET (St.Mirren) | |
| 4 | Kenny DEUCHAR (St.Johnstone) | |
| Andy KIRK (Dunfermline) | ||
| 3 | +1 | Leigh GRIFFITHS (Dundee, 1p) |
| Steve MILNE (St.Johnstone) | ||
| Collin SAMUEL (St.Johnstone) | ||
| 2 | Ross CAMPBELL (Forfar Athletic) | |
| Adam ROONEY (Inverness CT) | ||
| Robert EAGLE (Inverness CT) | ||
| David WEATHERSTON (Queen of the South) | ||
| Barry WILSON (Queen of the South) | ||
| +2 | Michael PATON (Aberdeen) | |
| +2 | Scott McDONALD (Celtic) | |
| Michael GARDYNE (Ross County) | ||
| Mickaël ANTOINE-CURIER (Dundee) | ||
| Andy RODGERS (East Stirlingshire) | ||
| Chris ERSKINE (Partick Thistle) | ||
| Liam BUCHANAN (Partick Thistle, 1p) | ||
| Rory McALLISTER (Brechin City) | ||
| Conor SAMMON (Kilmarnock, 1p) | ||
| Peter WEATHERSON (Morton) | ||
| Iain WILLIAMSON (Raith Rovers, 1p) | ||
| +1 | Grant MUNRO (Inverness CT) | |
| +1 | Kevin KYLE (Kilmarnock) |