| ROUND | R2 | R3 | R4 | R5 | QF | SF | F | ||
| r2 | R | r3 | R | ||||||
| Season archive | 
| Saturday, 4 December 2021 | ||||||
| r3R | Montrose | 1-1 | Kelty Hearts | aet, p1-3 | ||
| 42 | Johnston | 6 | Cardle | |||
| Tuesday, 7 December 2021 | ||||||
| r3R | Morton | 1-1 | Inverness CT | aet, p5-4 | ||
| 42 | Muirhead | 47 | Devine | |||
| r3R | Queen of the South | 0-3 | Cove Rangers | |||
| 38 | Fyvie | |||||
| 80 | Megginson | |||||
| 83 | Megginson | |||||
| Tuesday, 14 December 2021 | ||||||
| r3R | Darvel | 2-2 | Brechin City | aet, p5-4 | ||
| 45 | Meggatt | 38 | Inglis | |||
| 80 | Thomson | 88 | Mackintosh | |||
| 3 | Euan HENDERSON (Alloa Athletic) | |
| Dylan MACKIN (Stirling Albion, 1p) | ||
| +1 | Joe CARDLE (Kelty Hearts) | |
| 2 | Jamie DEVLIN (Dunbar United, 1p) | |
| Errol DOUGLAS (Lothian Thistle) | ||
| +2 | Mitchel MEGGINSON (Cove Rangers) | |
| Jordan McGREGOR (Stirling Albion) | ||
| Adam BROWN (Stenhousemuir) | ||
| Sandy CUNNINGHAM (Lothian Thistle, 1p) | ||
| Mouhamed NIANG (Alloa Athletic) | ||
| Tony WALLACE (Annan Athletic, 1p) |