Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 10.01.2021 |  | 2. Round | Airdrieonians - Edinburgh City | AIR - EC | 0:1 | Unter Ausschluss der Öffentlichkeit. |
| 11.05.2021 |  | Semi-finals 2nd leg | Airdrieonians - Cove Rangers | AIR - | 3:2 | |
| 18.05.2021 | | Final | Airdrieonians - Morton | AIR - Mor | 0:1 | 500 |
| 10.07.2021 |  | Group F | Airdrieonians - Annan Athletic | AIR - | 4:5 | 233 |
| 21.07.2021 | | Group F | Airdrieonians - Motherwell | AIR - MOT | 2:0 | 700 |
| 31.07.2021 |  | Matchday 1 | Airdrieonians - Montrose FC | AIR - Mon | 0:3 | 529 |
| 14.08.2021 | | Matchday 3 | Airdrieonians - Falkirk | AIR - Fal | 1:2 | 1.314 |
| 14.09.2021 | | Matchday 5 | Airdrieonians - Alloa Ath. | AIR - ALL | 2:1 | 529 |
| 18.09.2021 | | Matchday 7 | Airdrieonians - East Fife | AIR - Eas | 3:0 | 546 |
| 02.10.2021 | | Matchday 9 | Airdrieonians - Clyde FC | AIR - | 2:1 | 736 |
| 23.10.2021 | | Matchday 11 | Airdrieonians - Dumbarton FC | AIR - DUM | 3:2 | 653 |
| 06.11.2021 | | Matchday 13 | Airdrieonians - Peterhead | AIR - Pet | 3:1 | 547 |
| 20.11.2021 | | Matchday 15 | Airdrieonians - Cove Rangers | AIR - | 0:2 | 819 |
| 26.12.2021 | | Matchday 19 | Airdrieonians - Alloa Ath. | AIR - ALL | 3:1 | 438 |
| 29.12.2021 | | Matchday 17 | Airdrieonians - Queen's Park FC | AIR - | 1:0 | 500 |