| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | Europa League | Final Qualifying Play-Off | Thu 30 Aug | Liverpool | 1 - 1 | Hearts |
| Liverpool won 2-1 on aggregate |
| Scottish F.A. Cup | 4th Round | Sun 02 Dec | Hibernian | 1 - 0 | Hearts |
| Scottish League Cup | Final | Sun 17 Mar | Hearts | 3 - 2 | St. Mirren |
| 2011/2012 | Europa League | Final Qualifying Play-Off | Thu 25 Aug | Tottenham H. | 0 - 0 | Hearts |
| Tottenham Hotspur won 5-0 on aggregate |
| Scottish F.A. Cup | Final | Sat 19 May | Hibernian | 1 - 5 | Hearts |
| played at Hampden Park |
| Scottish League Cup | 3rd Round | Wed 21 Sep | Ayr Utd. | 1 - 1 | Hearts |
| after extra time, 90 minutes 1-1, Ayr United won 4-1 on penalties |
| 2010/2011 | Scottish F.A. Cup | 4th Round | Tue 11 Jan | Hearts | 0 - 1 | St. Johnstone |
| Scottish League Cup | 3rd Round | Tue 21 Sep | Falkirk | 4 - 3 | Hearts |
| 2009/2010 | Europa League | Final Qualifying Play-Off | Thu 27 Aug | Hearts | 2 - 0 | Dinamo Zagreb |
| Dinamo Zagreb won 4-2 on aggregate |
| Scottish F.A. Cup | 4th Round | Sat 09 Jan | Aberdeen | 2 - 0 | Hearts |
| Scottish League Cup | Semi Final | Tue 02 Feb | Hearts | 0 - 1 | St. Mirren |
| played at Fir Park, Motherwell |
| 2008/2009 | Scottish F.A. Cup | 5th Round | Sat 07 Feb | Hearts | 0 - 1 | Falkirk |
| Scottish League Cup | 2nd Round | Wed 27 Aug | Hearts | 0 - 0 | Airdrie Utd. |
| after extra time, Airdrie United won 4-3 on penalties |
| 2007/2008 | Scottish F.A. Cup | 4th Round Replay | Tue 22 Jan | Motherwell | 1 - 0 | Hearts |
| Scottish League Cup | Semi Final | Wed 30 Jan | Rangers | 2 - 0 | Hearts |
| played at Hampden Park |
| 2006/2007 | Champions League | 3rd Qualifying Round | Wed 23 Aug | AEK Athens | 3 - 0 | Hearts |
| AEK Athens won 5-1 on aggregate |
| UEFA Cup | 1st Round | Thu 28 Sep | Sparta Prague | 0 - 0 | Hearts |
| Sparta Prague won 2-0 on aggregate |
| Scottish F.A. Cup | 4th Round | Sat 03 Feb | Dunfermline A. | 1 - 0 | Hearts |
| Scottish League Cup | Quarter Final | Wed 08 Nov | Hibernian | 1 - 0 | Hearts |
| 2005/2006 | Scottish F.A. Cup | Final | Sat 13 May | Hearts | 1 - 1 | Gretna |
| after extra time, 90 minutes 1-1, Heart of Midlothian won 4-2 on penalties; played at Hampden Park |
| Scottish League Cup | 3rd Round | Wed 21 Sep | Livingston | 1 - 0 | Hearts |
| 2004/2005 | UEFA Cup | 2nd Round Group A | Thu 16 Dec | Hearts | 0 - 1 | Ferencvaros |
| Scottish F.A. Cup | Semi Final | Sun 10 Apr | Hearts | 1 - 2 | Celtic |
| played at Hampden Park |
| Scottish League Cup | Semi Final | Tue 01 Feb | Motherwell | 3 - 2 | Hearts |
| after extra time, 90 minutes 2-2; played at Easter Road |
| 2003/2004 | UEFA Cup | 2nd Round | Thu 27 Nov | Hearts | 0 - 2 | Bordeaux |
| Bordeaux won 2-1 on aggregate |
| Scottish F.A. Cup | 4th Round | Sat 07 Feb | Hearts | 0 - 3 | Celtic |
| Scottish League Cup | 4th Round | Wed 03 Dec | Dundee | 1 - 0 | Hearts |
| after extra time, 90 minutes 0-0 |
| 2002/2003 | Scottish F.A. Cup | 3rd Round | Sat 25 Jan | Falkirk | 4 - 0 | Hearts |
| Scottish League Cup | Semi Final | Tue 04 Feb | Hearts | 0 - 1 | Rangers |
| played at Hampden Park |
| 2001/2002 | Scottish F.A. Cup | 4th Round | Sat 26 Jan | Hearts | 1 - 3 | Inverness CT |
| Scottish League Cup | 2nd Round | Tue 25 Sep | Ross County | 0 - 0 | Hearts |
| after extra time, 90 minutes 0-0, Ross County won 5-4 on penalties |
| 2000/2001 | UEFA Cup | 1st Round | Thu 28 Sep | Hearts | 3 - 2 | Vfb Stuttgart |
| aggregate 3-3, VfB Stuttgart won on away goals rule |
| Scottish F.A. Cup | 5th Round | Sun 11 Mar | Celtic | 1 - 0 | Hearts |
| Scottish League Cup | Quarter Final | Wed 01 Nov | Hearts | 2 - 5 | Celtic |
| 1999/2000 | Scottish F.A. Cup | 5th Round | Sun 12 Mar | Rangers | 4 - 1 | Hearts |
| Scottish League Cup | Quarter Final | Wed 02 Feb | Kilmarnock | 1 - 0 | Hearts |
| 1998/1999 | Scottish F.A. Cup | 3rd Round | Sun 24 Jan | Motherwell | 3 - 1 | Hearts |
| Scottish League Cup | Semi Final | Tue 27 Oct | St. Johnstone | 3 - 0 | Hearts |
| played at Easter Road |
| 1997/1998 | Scottish F.A. Cup | Final | Sat 16 May | Hearts | 2 - 1 | Rangers |
| played at Parkhead |
| Scottish League Cup | Quarter Final | Tue 09 Sep | Dunfermline A. | 1 - 0 | Hearts |
| 1996/1997 | Scottish F.A. Cup | 4th Round Replay | Tue 25 Feb | Dundee Utd. | 1 - 0 | Hearts |
| Scottish League Cup | Final | Sun 24 Nov | Rangers | 4 - 3 | Hearts |
| played at Parkhead |
| 1995/1996 | Scottish F.A. Cup | Final | Sat 18 May | Rangers | 5 - 1 | Hearts |
| played at Hampden Park |
| Scottish League Cup | Quarter Final | Wed 20 Sep | Dundee | 4 - 4 | Hearts |
| Dundee won 5-4 on penalties |
| 1994/1995 | Scottish F.A. Cup | Semi Final | Sat 08 Apr | Airdrieonians | 1 - 0 | Hearts |
| played at Hampden Park |
| Scottish League Cup | 3rd Round | Wed 31 Aug | Hearts | 2 - 4 | St. Johnstone |
| 1993/1994 | Scottish F.A. Cup | 5th Round | Sat 12 Mar | Rangers | 2 - 0 | Hearts |
| Scottish League Cup | 3rd Round | Wed 25 Aug | Hearts | 0 - 1 | Falkirk |
| 1992/1993 | Scottish F.A. Cup | Semi Final | Sat 03 Apr | Rangers | 2 - 1 | Hearts |
| played at Parkhead |
| Scottish League Cup | Quarter Final | Wed 26 Aug | Hearts | 1 - 2 | Celtic |
| 1991/1992 | Scottish F.A. Cup | Semi Final Replay | Tue 14 Apr | Airdrieonians | 1 - 1 | Hearts |
| Airdrieonians won 4-2 on penalties; played at Hampden Park |
| Scottish League Cup | Quarter Final | Wed 04 Sep | Hearts | 0 - 1 | Rangers |
| 1990/1991 | Scottish F.A. Cup | 3rd Round | Sat 26 Jan | Airdrieonians | 2 - 1 | Hearts |
| Scottish League Cup | Quarter Final | Wed 05 Sep | Aberdeen | 3 - 0 | Hearts |
| 1989/1990 | Scottish F.A. Cup | 5th Round | Sat 17 Mar | Aberdeen | 4 - 1 | Hearts |
| Scottish League Cup | Quarter Final | Wed 30 Aug | Hearts | 2 - 2 | Celtic |
| Celtic won 3-1 on penalties |
| 1988/1989 | Scottish F.A. Cup | 5th Round | Sat 18 Mar | Celtic | 2 - 1 | Hearts |
| Scottish League Cup | Semi Final | Wed 21 Sep | Rangers | 3 - 0 | Hearts |
| played at Hampden Park |
| 1987/1988 | Scottish F.A. Cup | Semi Final | Sat 09 Apr | Celtic | 2 - 1 | Hearts |
| played at Hampden Park |
| Scottish League Cup | Quarter Final | Wed 02 Sep | Rangers | 4 - 1 | Hearts |
| 1986/1987 | Scottish F.A. Cup | Semi Final | Sat 11 Apr | Hearts | 1 - 2 | St. Mirren |
| played at Hampden Park |
| Scottish League Cup | 2nd Round | Tue 19 Aug | Hearts | 0 - 2 | Montrose |
