| Results by Date |
| Rk |
Date |
Mr |
Nr |
Comp |
Round |
V |
Crowd |
Scorers |
| 1 |
1898-03-05 Sat |
 |
 |
East of Scotland League |
02 of 08 |
Carolina Port |
2000 |
Bobby Walker ;Willie Taylor ;Bob McLaren |
| [David Willocks] |
| 2 |
1898-04-27 Wed |
 |
 |
East of Scotland League |
07 of 08 |
Tynecastle Park |
0 |
Willie Taylor ;Charlie Thomson ;Albert Buick pen |
| [David Willocks] |
| 3 |
1905-01-28 Sat |
 |
 |
Scottish Cup |
R1 |
Dens Park |
14000 |
Charlie Thomson 10 ;Charlie Thomson pen ;George Wilson 80 |
| [Alex Macfarlane 25] |
| 4 |
1905-02-25 Sat |
 |
 |
Division 1 |
24 of 26 |
Tynecastle Park |
4500 |
James Brown ;David (Soldier) Wilson ;David (Soldier) Wilson |
| [Arthur Brand 88] |
| 5 |
1906-03-17 Sat |
 |
 |
East of Scotland League |
02 of 06 |
Tynecastle Park |
3000 |
Alex Menzies ;George Chapman [1] ;George Chapman [1] |
| [Andrew Cowie] |
| 6 |
1920-10-23 Sat |
 |
 |
Division 1 |
15 of 42 |
Tynecastle Park |
19500 |
Willie Wilson 48 ;Freddie Forbes ;Freddie Forbes |
| [John James Bell 10] |
| 7 |
1930-11-22 Sat |
 |
 |
Division A |
16 of 38 |
Dens Park |
10000 |
Barney Battles Jnr 30 ;Barney Battles Jnr 42 ;Barney Battles Jnr 75 |
| [Harry Ritchie 80] |
| 8 |
1931-10-24 Sat |
 |
 |
Division A |
16 of 38 |
Tynecastle Park |
16240 |
Archie Gardiner 14 ;Alex Massie 16 ;Willie Murray |
| [Thomas T Lynch] |
| 9 |
1954-08-14 Sat |
 |
 |
League Cup |
Section 1 of 6 |
Tynecastle Park |
35000 |
John Urquhart 68 ;Alfie Conn 75 ;Bobby Blackwood 88 |
| [George R Hill 25] |
| 10 |
1959-08-19 Wed |
 |
 |
Division 1 |
01 of 34 |
Dens Park |
18500 |
Johnny Hamilton 31 ;Johnny Hamilton 66 ;John Cumming 67 |
| [Alan Cousin 12] |
| 11 |
1962-08-22 Wed |
 |
 |
Division 1 |
01 of 34 |
Tynecastle Park |
14399 |
Norrie Davidson 35 ;Norrie Davidson 56 ;Norrie Davidson 72 |
| [Doug Houston 60] |
| 12 |
1966-10-01 Sat |
 |
 |
Division 1 |
04 of 34 |
Tynecastle Park |
7182 |
Willie Wallace 44 ;Alan Gordon 77 ;Willie Wallace 88 |
| [Alec Stuart 2] |
| 13 |
1986-02-08 Sat |
 |
 |
Premier |
27 of 36 |
Tynecastle Park |
15065 |
John Colquhoun 21 ;John Robertson 60 ;Gary Mackay 68 |
| [Vince Mennie 9] |
| 14 |
1986-11-22 Sat |
 |
 |
Premier |
20 of 44 |
Tynecastle Park |
12094 |
John Colquhoun 27 ;John Robertson 53 ;Kenny Black 67 |
| [Ian Angus 23] |
| 15 |
1987-09-19 Sat |
 |
 |
Premier |
08 of 44 |
Dens Park |
9199 |
John Colquhoun 0:19 ;John Colquhoun 50 ;John Robertson pen 90 |
| [James Smith 88] |
| 16 |
1989-02-11 Sat |
 |
 |
Premier |
26 of 36 |
Tynecastle Park |
10432 |
John Colquhoun 31 ;Eamonn Bannon 41 ;Gary Mackay 58 |
| [Alan Lawrence 5] |
| 17 |
1992-09-01 Tue |
 |
 |
Premier |
07 of 44 |
Dens Park |
5878 |
John Robertson 3 ;Derek Ferguson 29 ;Craig Levein 36 |
| [Billy Dodds 18] |
| 18 |
1996-10-23 Wed |
 |
 |
League Cup |
SF |
Easter Road |
15653 |
Darren Beckford 20 ;Colin Cameron pen 30 ;Stephane Paille 60 |
| [Jim Hamilton 73] |
| 19 |
2000-11-25 Sat |
 |
 |
Scottish Premier League |
17 of 38 |
Tynecastle Park |
11539 |
Grant Murray 52 ;Colin Cameron 88 ;Colin Cameron pen 90 |
| [Luis Alberto Carranza 24] |
| 20 |
2001-08-18 Sat |
 |
 |
Scottish Premier League |
04 of 38 |
Tynecastle Park |
12259 |
Colin Cameron 12 ;Gary Wales 13 ;Gary Wales 17 |
| [Georgi Nemsadze 86] |
| 21 |
2004-03-27 Sat |
 |
 |
Scottish Premier League |
29 of 38 |
Tynecastle Park |
10491 |
Paul Hartley 52 ;Steven Pressley pen 59 ;Joe Hamill 67 |
| [Steven Milne 8] |
| 22 |
2025-03-07 Fri |
 |
 |
Scottish Cup |
QF |
Tynecastle Park |
17975 |
Sander Kartum 26:33 ;Simon Murray og 62:56 ;Sander Kartum 67:04 |
| [Joe Shaughnessy 49:52] |