Scottish League Cup 2023/24, Group E |
 | 15.07.2023 | | Inverness | – | Bonnyrigg Rose Athletic | | 2:1 (2:0) |
| Inverness |
Scottish League Cup 2022/23, Group G |
| 19.07.2022 | | Inverness | – | Albion Rovers | | 4:0 (2:0) |
| Inverness |
Scottish League Cup 2022/23, Group G |
| 12.07.2022 | | Livingston | – | Inverness | | 1:2 (0:1) |
| Livingston |
Scottish League Cup 2022/23, Group G |
| 09.07.2022 | | Kelty Hearts | – | Inverness | | 0:1 (0:0) |
| Kelty |
Scottish League Cup 2021/22, Group A |
| 13.07.2021 | | Inverness | – | Peterhead | | 2:0 (0:0) |
| Inverness |
Scottish League Cup 2020/21, Group A |
| 14.11.2020 | | Inverness | – | East Fife | | 1:0 (0:0) |
| Inverness |
Scottish League Cup 2019/20, Group D |
| 23.07.2019 | | Inverness | – | Cove Rangers | | 3:2 (1:1) |
| Inverness |
Scottish League Cup 2019/20, Group D |
| 20.07.2019 | | Inverness | – | Raith Rovers | | 4:1 (1:0) |
| Inverness |
Scottish League Cup 2018/19, Group C |
| 24.07.2018 | | Inverness | – | Raith Rovers | | 2:1 (0:0) |
| Inverness |
Scottish League Cup 2018/19, Group C |
| 17.07.2018 | | Cowdenbeath | – | Inverness | | 2:5 (1:3) |
| Cowdenbeath |
Scottish League Cup 2018/19, Group C |
| 14.07.2018 | | Inverness | – | Cove Rangers | | 2:0 (2:0) |
| Inverness |
Scottish League Cup 2017/18, Group A |
| 29.07.2017 | | Forfar Athletic | – | Inverness | | 1:2 (0:0) |
| Forfar |
Scottish League Cup 2017/18, Group A |
| 15.07.2017 | | Inverness | – | Brechin City | | 3:0 (2:0) |
| Inverness |
Scottish League Cup 2016/17, First Round, Group C |
| 30.07.2016 | | Inverness | – | Arbroath | | 7:0 (4:0) |
| Inverness |
Scottish League Cup 2016/17, First Round, Group C |
| 26.07.2016 | | Dunfermline Athletic | – | Inverness | | 1:5 (1:2) |
| Dunfermline |
Scottish League Cup 2016/17, First Round, Group C |
| 16.07.2016 | | Cowdenbeath | – | Inverness | | 1:2 (1:1) |
| Cowdenbeath |
Scottish League Cup 2015/16, Third Round |
| 22.09.2015 | | Livingston | – | Inverness | | 0:2 (0:2) |
| Livingston |
Scottish League Cup 2013/14, Quarterfinal |
| 29.10.2013 | | Inverness | – | Dundee United | | 2:1 aet
(0:1, 1:1) |
| Inverness |
Scottish League Cup 2013/14, Third Round |
| 24.09.2013 | | Dundee | – | Inverness | | 0:1 (0:1) |
| Dundee |
Scottish League Cup 2012/13, Quarterfinal |
| 31.10.2012 | | Rangers | – | Inverness | | 0:3 (0:1) |
| Glasgow |
Scottish League Cup 2012/13, Second Round |
| 29.08.2012 | | Arbroath | – | Inverness | | 0:2 (0:1) |
| Arbroath |
Scottish League Cup 2010/11, Second Round |
| 25.08.2010 | | Inverness | – | Peterhead | | 3:0 (2:0) |
| Inverness |
Scottish League Cup 2010/11, First Round |
| 31.07.2010 | | Inverness | – | Queen's Park | | 3:0 (1:0) |
| Inverness |
Scottish League Cup 2009/10, Second Round |
| 25.08.2009 | | Inverness | – | Albion Rovers | | 4:0 (3:0) |
| Inverness |
Scottish League Cup 2009/10, First Round |
| 01.08.2009 | | Inverness | – | Annan Athletic | | 4:0 (1:0) |
| Inverness |
Scottish League Cup 2008/09, Third Round |
| 23.09.2008 | | Greenock Morton | – | Inverness | | 1:2 aet
(1:0, 1:1) |
| Greenock |
Scottish League Cup 2007/08, Third Round |
| 25.09.2007 | | Inverness | – | Gretna | | 3:0 (1:0) |
| Inverness |
Scottish League Cup 2007/08, Second Round |
| 28.08.2007 | | Inverness | – | Arbroath | | 3:1 (1:0) |
| Inverness |
Scottish League Cup 2006/07, Second Round |
| 23.08.2006 | | Inverness | – | Dumbarton | | 3:1 (1:1) |
| Inverness |
Scottish League Cup 2005/06, Third Round |
| 20.09.2005 | | Inverness | – | Dundee United | | 2:0 (2:0) |
| |
Scottish League Cup 2005/06, Second Round |
| 24.08.2005 | | Inverness | – | Alloa Athletic | | 6:1 (4:1) |
| |
Scottish League Cup 2004/05, Second Round |
| 24.08.2004 | | Ross County | – | Inverness | | 0:1 (0:0) |
| |
Scottish League Cup 2002/03, Second Round |
| 24.09.2002 | | Inverness | – | St. Mirren | | 3:1 (1:1) |
| |
Scottish League Cup 2002/03, First Round |
| 10.09.2002 | | Inverness | – | Dumbarton | | 2:0 (1:0) |
| |
Scottish League Cup 2001/02, First Round |
| 11.09.2001 | | Albion Rovers | – | Inverness | | 0:2 |
| |
Scottish League Cup 2000/01, First Round |
| 08.08.2000 | | Peterhead | – | Inverness | | 2:3 |
| |
Scottish League Cup 1999/00, Second Round |
| 17.08.1999 | | Inverness | – | St. Mirren | | 2:0 aet
(0:0) |
| |
Scottish League Cup 1999/00, First Round |
| 31.07.1999 | | Stenhousemuir | – | Inverness | | 1:3 |
| |
Scottish League Cup 1998, First Round |
| 01.08.1998 | | Queen of the South | – | Inverness | | 1:4 |
| |
Scottish League Cup 1997, First Round |
| 02.08.1997 | | Inverness | – | Stenhousemuir | | 5:1 |
| |
Scottish League Cup 1994, First Round |
| 09.08.1994 | | East Stirlingshire | – | Inverness | | 0:2 |
| |
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