| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | Scottish F.A. Cup | 4th Round Replay | Tue 11 Dec | Inverness CT | 2 - 1 | Ross County |
| Scottish League Cup | 2nd Round | Tue 28 Aug | Ross County | 1 - 4 | Raith Rovers |
| 2011/2012 | Scottish F.A. Cup | 5th Round Replay | Tue 14 Feb | Ross County | 1 - 2 | St. Mirren |
| Scottish League Cup | 3rd Round | Wed 21 Sep | Ross County | 0 - 2 | Celtic |
| Scottish Challenge Cup | 1st Round North & East Region | Sat 23 Jul | Ross County | 1 - 2 | Elgin City |
| 2010/2011 | Scottish F.A. Cup | 4th Round Replay | Tue 18 Jan | Ross County | 0 - 0 | Dundee Utd. |
| after extra time, 90 minutes 0-0, Dundee United won 4-3 on penalties |
| Scottish League Cup | 3rd Round | Wed 22 Sep | Ross County | 1 - 2 | Dundee Utd. |
| after extra time, 90 minutes 1-1 |
| Scottish Challenge Cup | Final | Sun 10 Apr | Queen o.t.S. | 0 - 2 | Ross County |
| played at McDiarmid Park |
| 2009/2010 | Scottish F.A. Cup | Final | Sat 15 May | Dundee Utd. | 3 - 0 | Ross County |
| played at Hampden Park |
| Scottish League Cup | 3rd Round | Tue 22 Sep | Ross County | 0 - 2 | Dundee Utd. |
| Scottish Challenge Cup | Semi Final | Sun 04 Oct | Inverness CT | 1 - 0 | Ross County |
| 2008/2009 | Scottish F.A. Cup | 4th Round | Sat 10 Jan | Ross County | 0 - 1 | Hamilton Ac. |
| Scottish League Cup | 1st Round | Tue 05 Aug | Ross County | 2 - 3 | Airdrie Utd. |
| after extra time, 90 minutes 2-2 |
| Scottish Challenge Cup | Final | Sun 16 Nov | Airdrie Utd. | 2 - 2 | Ross County |
| after extra time, 90 minutes 1-1, Airdrie United won 3-2 on penalties; played at McDiarmid Park |
| 2007/2008 | Scottish F.A. Cup | 5th Round | Tue 12 Feb | Ross County | 0 - 1 | St. Johnstone |
| Scottish League Cup | 2nd Round | Wed 29 Aug | Dundee Utd. | 2 - 1 | Ross County |
| Scottish Challenge Cup | 2nd Round | Wed 05 Sep | Ross County | 0 - 2 | St. Johnstone |
| 2006/2007 | Scottish F.A. Cup | 3rd Round | Sat 06 Jan | Ross County | 0 - 1 | Partick Th. |
| Scottish League Cup | 2nd Round | Tue 22 Aug | Alloa Ath. | 2 - 1 | Ross County |
| Scottish Challenge Cup | Final | Sun 12 Nov | Ross County | 1 - 1 | Clyde |
| after extra time, Ross County won 5-4 on penalties |
| 2005/2006 | Scottish F.A. Cup | 4th Round Replay | Tue 14 Feb | Ross County | 0 - 1 | Falkirk |
| Scottish League Cup | 2nd Round | Tue 23 Aug | Ross County | 1 - 2 | Ayr Utd. |
| Scottish Challenge Cup | 2nd Round | Tue 30 Aug | Ross County | 0 - 1 | Hamilton Ac. |
| 2004/2005 | Scottish F.A. Cup | 4th Round Replay | Tue 15 Feb | Clyde | 2 - 1 | Ross County |
| after extra time, 90 minutes 1-1 |
| Scottish League Cup | 2nd Round | Tue 24 Aug | Ross County | 0 - 1 | Inverness CT |
| Scottish Challenge Cup | Final | Sun 07 Nov | Falkirk | 2 - 1 | Ross County |
| 2003/2004 | Scottish F.A. Cup | 3rd Round | Sat 10 Jan | Celtic | 2 - 0 | Ross County |
| Scottish League Cup | 2nd Round | Tue 23 Sep | Ross County | 0 - 3 | Queen o.t.S. |
| Scottish Challenge Cup | Quarter Final | Tue 26 Aug | Inverness CT | 1 - 0 | Ross County |
| 2002/2003 | Scottish F.A. Cup | 3rd Round | Sat 25 Jan | Ross County | 1 - 2 | Morton |
| Scottish League Cup | 3rd Round | Wed 23 Oct | Hearts | 3 - 0 | Ross County |
| Scottish Challenge Cup | Quarter Final | Tue 20 Aug | Ross County | 1 - 1 | St. Mirren |
| after extra time, 90 minutes 1-1, St. Mirren won 6-5 on penalties |
| 2001/2002 | Scottish F.A. Cup | 3rd Round | Sat 05 Jan | Hearts | 2 - 1 | Ross County |
| Scottish League Cup | Quarter Final | Wed 28 Nov | Ross County | 1 - 2 | Rangers |
| Scottish Challenge Cup | Quarter Final | Tue 21 Aug | Ross County | 0 - 2 | Brechin City |
| 2000/2001 | Scottish F.A. Cup | 4th Round | Sun 18 Feb | Ross County | 2 - 3 | Rangers |
| Scottish League Cup | 2nd Round | Tue 22 Aug | Ross County | 1 - 3 | St. Mirren |
| 1999/2000 | Scottish F.A. Cup | 1st Round Replay | Mon 03 Jan | Forfar Ath. | 0 - 0 | Ross County |
| Forfar Athletic won 4-2 on penalties |
| Scottish League Cup | 2nd Round | Wed 18 Aug | Dundee Utd. | 3 - 1 | Ross County |
| 1998/1999 | Scottish F.A. Cup | 3rd Round Replay | Mon 15 Feb | Ross County | 2 - 3 | Clydebank |
| Scottish League Cup | Quarter Final | Wed 09 Sep | Hearts | 1 - 1 | Ross County |
| Heart of Midlothian won 3-0 on penalties |
| 1997/1998 | Scottish F.A. Cup | 4th Round Replay | Tue 17 Feb | Dundee | 3 - 0 | Ross County |
| Scottish League Cup | 2nd Round | Sat 09 Aug | Ross County | 0 - 3 | Falkirk |
| 1996/1997 | Scottish F.A. Cup | 3rd Round | Sat 25 Jan | Dunfermline A. | 4 - 0 | Ross County |
| Scottish League Cup | 1st Round | Sat 03 Aug | Queen's Park | 3 - 1 | Ross County |
| 1995/1996 | Scottish F.A. Cup | 3rd Round | Sat 27 Jan | Ross County | 0 - 3 | Forfar Ath. |
| Scottish League Cup | 1st Round | Sat 05 Aug | Ross County | 0 - 2 | Arbroath |
| 1994/1995 | Scottish F.A. Cup | 3rd Round | Wed 01 Feb | East Fife | 1 - 0 | Ross County |
| Scottish League Cup | 2nd Round | Wed 17 Aug | Ross County | 0 - 5 | Raith Rovers |
| 1993/1994 | Scottish F.A. Cup | 3rd Round | Tue 08 Feb | Alloa Ath. | 2 - 0 | Ross County |
| 1991/1992 | Scottish F.A. Cup | 2nd Round | Sat 04 Jan | Berwick Rgrs. | 7 - 4 | Ross County |
| 1990/1991 | Scottish F.A. Cup | 3rd Round | Sat 23 Feb | Ross County | 1 - 6 | Meadowbank |
| 1989/1990 | Scottish F.A. Cup | 2nd Round | Sun 07 Jan | Ross County | 1 - 4 | East Fife |
