Scottish League Cup 2023/24, Second Round |
 | 19.08.2023 | | Airdrieonians | – | Ross County | | 3:4 aet
(1:3, 3:3) |
| Airdrie |
Scottish League Cup 2022/23, Group E |
| 23.07.2022 | | Arbroath | – | Airdrieonians | | 3:0 (1:0) |
| Arbroath |
Scottish League Cup 2021/22, Group F |
| 24.07.2021 | | Queen of the South | – | Airdrieonians | | 4:1 (2:0) |
| Dumfries |
Scottish League Cup 2020/21, Group H |
| 14.11.2020 | | Livingston | – | Airdrieonians | | 4:1 (0:0) |
| Livingston |
Scottish League Cup 2020/21, Group H |
| 11.11.2020 | | Airdrieonians | – | Edinburgh City | | 0:1 (0:1) |
| Airdrie |
Scottish League Cup 2020/21, Group H |
| 07.10.2020 | | Airdrieonians | – | Alloa Athletic | | 0:2 (0:1) |
| Airdrie |
Scottish League Cup 2019/20, Group F |
| 27.07.2019 | | Airdrieonians | – | Hamilton Academical | | 2:3 (2:0) |
| Airdrie |
Scottish League Cup 2019/20, Group F |
| 13.07.2019 | | Partick Thistle | – | Airdrieonians | | 1:0 (0:0) |
| Glasgow |
Scottish League Cup 2018/19, Group F |
| 14.07.2018 | | Airdrieonians | – | Livingston | | 1:2 (0:2) |
| Airdrie |
Scottish League Cup 2017/18, Group H |
| 29.07.2017 | | St. Mirren | – | Airdrieonians | | 5:0 (2:0) |
| Paisley |
Scottish League Cup 2017/18, Group H |
| 25.07.2017 | | Airdrieonians | – | Partick Thistle | | 1:2 (0:2) |
| Airdrie |
Scottish League Cup 2017/18, Group H |
| 22.07.2017 | | Livingston | – | Airdrieonians | | 2:0 (1:0) |
| Livingston |
Scottish League Cup 2016/17, First Round, Group E |
| 19.07.2016 | | Queen of the South | – | Airdrieonians | | 2:0 (2:0) |
| Dumfries |
Scottish League Cup 2016/17, First Round, Group E |
| 15.07.2016 | | Airdrieonians | – | Partick Thistle | | 0:1 (0:0) |
| Airdrie |
Scottish League Cup 2015/16, Second Round |
| 26.08.2015 | | Airdrieonians | – | Rangers | | 0:5 (0:3) |
| Airdrie |
Scottish League Cup 2014/15, First Round |
| 02.08.2014 | | Airdrieonians | – | Stenhousemuir | | 1:3 (0:2) |
| Airdrie |
Scottish League Cup 2013/14, Second Round |
| 27.08.2013 | | Airdrieonians | – | Livingston | | 0:2 (0:1) |
| Airdrie |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Queen's Park | – | Airdrie United | | 3:2 aet
(0:0, 2:2) |
| Glasgow |
Scottish League Cup 2011/12, Third Round |
| 20.09.2011 | | Airdrie United | – | Dundee United | | 0:2 (0:1) |
| Airdrie |
Scottish League Cup 2010/11, Second Round |
| 25.08.2010 | | Kilmarnock | – | Airdrie United | | 6:2 (2:1) |
| Kilmarnock |
Scottish League Cup 2008/09, Third Round |
| 23.09.2008 | | Dundee United | – | Airdrie United | | 2:0 (2:0) |
| Dundee |
Scottish League Cup 2007/08, First Round |
| 08.08.2007 | | Partick Thistle | – | Airdrie United | | 2:1 (1:0) |
| Glasgow |
Scottish League Cup 2006/07, Second Round |
| 22.08.2006 | | Dundee United | – | Airdrie United | | 1:0 aet
(0:0) |
| Dundee |
Scottish League Cup 2005/06, First Round |
| 09.08.2005 | | Raith Rovers | – | Airdrie United | | 2:0 (1:0) |
| |
Scottish League Cup 2004/05, Second Round |
| 24.08.2004 | | Airdrie United | – | Clyde | | 0:1 (0:0) |
| |
Scottish League Cup 2003/04, Second Round |
| 23.09.2003 | | Clyde | – | Airdrie United | | 2:1 (0:0) |
| |
Scottish League Cup 2002/03, Third Round |
| 29.10.2002 | | Airdrie United | – | Dundee United | | 1:2 (0:0) |
| Airdrie |
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