| Season |
Competition |
Round Reached |
Date |
Home |
|
Away |
| 2011/2012 | Scottish F.A. Cup | 4th Round | Sat 07 Jan | Ross County | 7 - 0 | Stenhousemuir |
| Scottish League Cup | 2nd Round | Wed 24 Aug | Falkirk | 3 - 1 | Stenhousemuir |
| Scottish Challenge Cup | 1st Round South & West Region | Sat 23 Jul | Partick Th. | 2 - 1 | Stenhousemuir |
| 2010/2011 | Scottish F.A. Cup | 4th Round Replay | Tue 25 Jan | Stranraer | 4 - 3 | Stenhousemuir |
| Scottish League Cup | 1st Round | Sat 31 Jul | Stenhousemuir | 1 - 3 | Brechin City |
| Scottish Challenge Cup | 3rd Round | Sun 05 Sep | Peterhead | 3 - 1 | Stenhousemuir |
| 2009/2010 | Scottish F.A. Cup | 4th Round Replay | Tue 26 Jan | Stenhousemuir | 1 - 2 | Dunfermline A. |
| after extra time, 90 minutes 1-1 |
| Scottish League Cup | 1st Round | Sat 01 Aug | Stenhousemuir | 0 - 5 | St. Johnstone |
| Scottish Challenge Cup | 2nd Round | Tue 18 Aug | Stirling Alb. | 3 - 1 | Stenhousemuir |
| 2008/2009 | Scottish F.A. Cup | 4th Round | Sat 10 Jan | Stenhousemuir | 0 - 1 | East Fife |
| Scottish League Cup | 1st Round | Tue 05 Aug | Stenhousemuir | 1 - 5 | St. Johnstone |
| Scottish Challenge Cup | 1st Round South & West Region | Sat 26 Jul | Stenhousemuir | 0 - 1 | Albion Rvs. |
| 2007/2008 | Scottish F.A. Cup | 2nd Round | Sat 27 Oct | Threave Rvs. | 1 - 0 | Stenhousemuir |
| Scottish League Cup | 1st Round | Tue 07 Aug | Berwick Rgrs. | 3 - 1 | Stenhousemuir |
| after extra time, 90 minutes 1-1 |
| Scottish Challenge Cup | 1st Round South & West Region | Tue 14 Aug | Stenhousemuir | 1 - 3 | Airdrie Utd. |
| 2006/2007 | Scottish F.A. Cup | 1st Round | Sat 18 Nov | Preston Ath. | 2 - 0 | Stenhousemuir |
| Scottish League Cup | 2nd Round | Tue 22 Aug | St. Mirren | 3 - 1 | Stenhousemuir |
| Scottish Challenge Cup | 1st Round North & East Region | Tue 15 Aug | Elgin City | 2 - 0 | Stenhousemuir |
| 2005/2006 | Scottish F.A. Cup | 2nd Round | Sat 10 Dec | Stenhousemuir | 1 - 4 | Partick Th. |
| Scottish League Cup | 1st Round | Tue 09 Aug | Stenhousemuir | 0 - 1 | Peterhead |
| Scottish Challenge Cup | Quarter Final | Tue 13 Sep | St. Mirren | 3 - 2 | Stenhousemuir |
| 2004/2005 | Scottish F.A. Cup | 2nd Round | Sat 11 Dec | Alloa Ath. | 2 - 1 | Stenhousemuir |
| Scottish League Cup | 2nd Round | Tue 24 Aug | Stenhousemuir | 2 - 5 | Partick Th. |
| Scottish Challenge Cup | 1st Round | Sat 31 Jul | Queen's Park | 1 - 1 | Stenhousemuir |
| after extra time, 90 minutes 0-0, Queens Park won 4-2 on penalties |
| 2003/2004 | Scottish F.A. Cup | 2nd Round | Sat 20 Dec | Gretna | 5 - 1 | Stenhousemuir |
| Scottish League Cup | 1st Round | Tue 02 Sep | Stenhousemuir | 1 - 2 | Queen o.t.S. |
| Scottish Challenge Cup | 1st Round | Sat 02 Aug | Stenhousemuir | 0 - 3 | Peterhead |
| 2002/2003 | Scottish F.A. Cup | 2nd Round | Mon 13 Jan | Forfar Ath. | 3 - 1 | Stenhousemuir |
| Scottish League Cup | 1st Round | Wed 11 Sep | Stirling Alb. | 3 - 3 | Stenhousemuir |
| after extra time, 90 minutes 2-2, Stirling Albion won 4-2 on penalties |
| Scottish Challenge Cup | 1st Round | Tue 06 Aug | Stenhousemuir | 1 - 1 | Falkirk |
| after extra time, 90 minutes ?-?, Falkirk won 3-2 on penalties |
| 2001/2002 | Scottish League Cup | 1st Round | Tue 11 Sep | Clyde | 2 - 2 | Stenhousemuir |
| after extra time, 90 minutes ?-?, Clyde won 4-2 on penalties |
| Scottish Challenge Cup | 1st Round | Tue 07 Aug | Stenhousemuir | 1 - 4 | Stranraer |
