| ROUND | R1 | R2 | QF | SF | F | ||||
| r1 | r2 | r3 | r4 | r5 | |||||
| Season archive |
| Group A | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | Hearts | 4 | 4 | 0 | 0 | 8 | 3 | +5 | 12 | WWWW | ||
| 2 | Raith Rovers | 4 | 2 | 1 | 1 | 7 | 7 | +0 | 8 | WXLW | ||
| 3 | 1 | Inverness CT | 4 | 1 | 2 | 1 | 4 | 4 | +0 | 6 | WXOL | |
| 4 | 1 | East Fife | 4 | 1 | 0 | 3 | 5 | 6 | -1 | 3 | LLLW | |
| 5 | Cowdenbeath | 4 | 0 | 1 | 3 | 0 | 4 | -4 | 1 | LOLL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Cowdenbeath | 0-1 | Raith Rovers | ||
| 36 | Duku | ||||
| 5 | Inverness CT | 1-0 | East Fife | ||
| 64 | Sutherland | ||||
| Group B | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | 1 | Hibernian | 4 | 4 | 0 | 0 | 10 | 3 | +7 | 12 | WWWW | |
| 2 | 1 | Dundee | 4 | 3 | 0 | 1 | 9 | 4 | +5 | 9 | LWWW | |
| 3 | 1 | Cove Rangers | 4 | 1 | 1 | 2 | 4 | 7 | -3 | 5 | WLXL | |
| 4 | 1 | Brora Rangers | 4 | 0 | 2 | 2 | 6 | 10 | -4 | 2 | XXLL | |
| 5 | Forfar Athletic | 4 | 0 | 1 | 3 | 3 | 8 | -5 | 2 | LXLL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Cove Rangers | 1-0 | Forfar Athletic | ||
| 68(p) | McAllister | ||||
| Sunday, 15 November 2020 | |||||
| 5 | Hibernian | 4-1 | Dundee | ||
| 10 | Mallan | 71 | Elliott | ||
| 76 | Nisbet | ||||
| 80 | Gullan | ||||
| 82 | Hallberg | ||||
| Group C | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | 2 | St.Johnstone | 4 | 3 | 1 | 0 | 12 | 2 | +10 | 10 | WOWW | |
| 2 | 1 | Dundee United | 4 | 2 | 1 | 1 | 7 | 3 | +4 | 8 | OWLW | |
| 3 | 1 | Peterhead | 4 | 2 | 1 | 1 | 6 | 5 | +1 | 8 | LXWW | |
| 4 | Kelty Hearts | 4 | 1 | 1 | 2 | 4 | 4 | +0 | 4 | WXLL | ||
| 5 | Brechin City | 4 | 0 | 0 | 4 | 3 | 18 | -15 | 0 | LLLL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Brechin City | 0-2 | Kelty Hearts | ||
| 48 | Easton | ||||
| 79 | McNab | ||||
| 5 | Peterhead | 1-3 | St.Johnstone | ||
| 78(og) | Rooney | 49(p) | May | ||
| 60(p) | May | ||||
| 77 | Kane | ||||
| Group D | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | Ross County | 4 | 3 | 1 | 0 | 12 | 5 | +7 | 11 | WWWX | ||
| 2 | Arbroath | 4 | 3 | 0 | 1 | 9 | 4 | +5 | 9 | WLWW | ||
| 3 | Elgin City | 4 | 2 | 0 | 2 | 5 | 7 | -2 | 6 | LLWW | ||
| 4 | Stirling Albion | 4 | 1 | 0 | 3 | 3 | 8 | -5 | 3 | LWLL | ||
| 5 | Montrose | 4 | 0 | 1 | 3 | 5 | 10 | -5 | 1 | LLLX | ||
| Saturday, 14 November 2020 | |||||
| 5 | Ross County | 3-0 | Stirling Albion | ||
| 21 | Shaw | ||||
| 50(p) | Stewart | ||||
| 71 | Charles-Cook | ||||
| 5 | Arbroath | 3-0 | Elgin City | ||
| 30 | Gold | ||||
| 39 | Gold | ||||
| 82 | Stewart | ||||
| Group E | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | 1 | Dunfermline | 4 | 4 | 0 | 0 | 9 | 2 | +7 | 12 | WWWW | |
| 2 | 1 | Falkirk | 4 | 3 | 0 | 1 | 9 | 3 | +6 | 9 | WWLW | |
| 3 | 1 | Kilmarnock | 4 | 2 | 0 | 2 | 4 | 6 | -2 | 6 | WWLL | |
| 4 | 1 | Clyde | 4 | 1 | 0 | 3 | 6 | 9 | -3 | 3 | LLLW | |
| 5 | Dumbarton | 4 | 0 | 0 | 4 | 2 | 10 | -8 | 0 | LLLL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Dunfermline | 3-2 | Clyde | ||
| 60(p) | O'Hara | 35 | Love | ||
| 87 | McManus | 51 | Lamont | ||
| 90 | Watson | ||||
| 5 | Kilmarnock | 2-0 | Dumbarton | ||
| 3 | Brophy | ||||
| 45 | Pinnock | ||||
| Group F | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | 1 | Ayr United | 4 | 2 | 1 | 1 | 8 | 5 | +3 | 8 | XWLW | |
| 2 | 1 | Annan Athletic | 4 | 2 | 1 | 1 | 9 | 4 | +5 | 7 | WLXW | |
| 3 | Stranraer | 4 | 1 | 3 | 0 | 6 | 5 | +1 | 7 | XWXX | ||
| 4 | Hamilton | 4 | 2 | 0 | 2 | 7 | 6 | +1 | 6 | WLWL | ||
| 5 | Albion Rovers | 4 | 0 | 1 | 3 | 5 | 15 | -10 | 2 | LLXL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Ayr United | 1-1 | Stranraer | ||
| 47 | McCowan | 2 | Duffy | ||
| 5 | Hamilton | 3-0 | Albion Rovers | ||
| Score awarded as 3-0. | |||||
| Group G | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | St.Mirren | 4 | 2 | 2 | 0 | 8 | 4 | +4 | 10 | WXXW | ||
| 2 | Queen of the South | 4 | 1 | 3 | 0 | 7 | 5 | +2 | 7 | WOXX | ||
| 3 | 1 | Partick Thistle | 4 | 1 | 2 | 1 | 3 | 4 | -1 | 7 | OOWL | |
| 4 | 1 | Morton | 4 | 1 | 3 | 0 | 4 | 3 | +1 | 6 | OXWX | |
| 5 | Queen's Park | 4 | 0 | 0 | 4 | 1 | 7 | -6 | 0 | LLLL | ||
| Saturday, 14 November 2020 | |||||
| 5 | Partick Thistle | 0-0 | Morton | ||
| 5 | Queen's Park | 0-1 | St.Mirren | ||
| 81 | Obika | ||||
| Group H | Overall | |||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | ||||
| 1 | Livingston | 4 | 4 | 0 | 0 | 15 | 3 | +12 | 12 | WWWW | ||
| 2 | Alloa Athletic | 4 | 3 | 0 | 1 | 9 | 5 | +4 | 9 | WWLW | ||
| 3 | FC Edinburgh | 4 | 1 | 1 | 2 | 5 | 9 | -4 | 4 | WLXL | ||
| 4 | Airdrieonians | 4 | 1 | 0 | 3 | 3 | 7 | -4 | 3 | LLWL | ||
| 5 | Stenhousemuir | 4 | 0 | 1 | 3 | 4 | 12 | -8 | 2 | LLLX | ||
| Saturday, 14 November 2020 | |||||
| 5 | Livingston | 4-1 | Airdrieonians | ||
| 57 | Forrest | 52 | Robert | ||
| 58(p) | Emmanuel-Thomas | ||||
| 67 | Emmanuel-Thomas | ||||
| 83 | Forrest | ||||
| 5 | Alloa Athletic | 4-2 | Stenhousemuir | ||
| 64 | Buchanan | 33 | Graham | ||
| 70(p) | Buchanan | 37(p) | Spence | ||
| 78 | Buchanan | ||||
| 90 | Hetherington | ||||
| 5 | +2 | Alan FORREST (Livingston) |
| +2 | Stevie MAY (St.Johnstone, 2p) | |
| +1 | Manny DUKU (Raith Rovers) | |
| 3 | Euan MURRAY (Dunfermline) | |
| +1 | Oli SHAW (Ross County) | |
| Robert THOMSON (Alloa Athletic) | ||
| +1 | Stevie MALLAN (Hibernian) | |
| +1 | Ross STEWART (Ross County, 2p) | |
| Blair HENDERSON (FC Edinburgh) | ||
| Josh MULLIN (Livingston) | ||
| +1 | Jonathan OBIKA (St.Mirren) | |
| +3 | Liam BUCHANAN (Alloa Athletic, 1p) | |
| Callumn MORRISON (Falkirk, 1p) | ||
| Craig WIGHTON (Hearts, 2p) |