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Heart of Midlothian 6th, Scottish Premier League |
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| Scottish Premier League |
| No. | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 02-Aug-98 | H | Rangers | W | 2-1 | (2-1) | 15,982 |
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| 2 | 16-Aug-98 | A | Dundee United | D | 0-0 | (0-0) | 9,500 |
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| 3 | 22-Aug-98 | H | Aberdeen | W | 2-0 | (2-0) | 14,592 |
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| 4 | 30-Aug-98 | A | Kilmarnock | L | 0-3 | (0-1) | 10,376 |
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| 5 | 12-Sep-98 | H | Dundee | L | 0-2 | (0-0) | 13,117 |
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| 6 | 20-Sep-98 | A | Dunfermline Athletic | D | 1-1 | (0-1) | 5,987 |
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| 7 | 23-Sep-98 | H | Motherwell | W | 3-0 | (0-0) | 12,323 |
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| 8 | 26-Sep-98 | A | Celtic | D | 1-1 | (0-1) | 60,027 |
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| 9 | 04-Oct-98 | H | St Johnstone | D | 1-1 | (0-0) | 13,121 |
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| 10 | 17-Oct-98 | A | Rangers | L | 0-3 | (0-0) | 49,749 |
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| 11 | 24-Oct-98 | H | Dundee United | L | 0-1 | (0-0) | 13,124 |
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| 12 | 31-Oct-98 | A | Dundee | L | 0-1 | (0-0) | 6,142 |
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| 13 | 07-Nov-98 | H | Kilmarnock | W | 2-1 | (1-0) | 14,363 |
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| 14 | 14-Nov-98 | A | Motherwell | L | 2-3 | (0-1) | 8,912 |
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| 15 | 21-Nov-98 | H | Dunfermline Athletic | W | 2-1 | (0-1) | 13,268 |
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| 16 | 06-Dec-98 | H | Celtic | W | 2-1 | (1-0) | 17,334 |
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| 17 | 09-Dec-98 | A | St Johnstone | D | 1-1 | (1-1) | 4,808 |
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| 18 | 12-Dec-98 | A | Aberdeen | L | 0-2 | (0-2) | 8,752 |
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| 19 | 19-Dec-98 | H | Rangers | L | 2-3 | (1-1) | 17,134 |
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| 20 | 26-Dec-98 | A | Kilmarnock | L | 0-1 | (0-1) | 10,668 |
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| 21 | 30-Dec-98 | H | Dundee | L | 1-2 | (1-2) | 13,383 |
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| 22 | 02-Jan-99 | A | Dunfermline Athletic | D | 0-0 | (0-0) | 9,227 |
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| 23 | 30-Jan-99 | H | Motherwell | L | 0-2 | (0-0) | 12,821 |
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| 24 | 06-Feb-99 | A | Celtic | L | 0-3 | (0-2) | 59,815 |
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| 25 | 20-Feb-99 | H | St Johnstone | L | 0-2 | (0-0) | 12,229 |
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| 26 | 27-Feb-99 | H | Aberdeen | L | 0-2 | (0-0) | 13,957 |
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| 27 | 20-Mar-99 | A | Dundee | L | 0-2 | (0-0) | 5,500 |
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| 28 | 03-Apr-99 | H | Kilmarnock | D | 2-2 | (2-0) | 14,689 |
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| 29 | 06-Apr-99 | A | Dundee United | W | 3-1 | (2-1) | 10,648 |
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| 30 | 14-Apr-99 | H | Celtic | L | 2-4 | (1-3) | 16,388 |
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| 31 | 17-Apr-99 | A | St Johnstone | D | 0-0 | (0-0) | 6,154 |
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| 32 | 24-Apr-99 | A | Motherwell | W | 4-0 | (1-0) | 8,926 |
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| 33 | 03-May-99 | H | Dunfermline Athletic | W | 2-0 | (0-0) | 15,176 |
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| 34 | 09-May-99 | A | Rangers | D | 0-0 | (0-0) | 49,995 |
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| 35 | 15-May-99 | H | Dundee United | W | 4-1 | (1-0) | 13,187 |
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| 36 | 23-May-99 | A | Aberdeen | W | 5-2 | (1-1) | 13,042 |
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| Scottish FA Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 3 | 24-Jan-99 | A | Motherwell | L | 1-3 | (0-1) | 9,372 |
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| Scottish League Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 3 | 19-Aug-98 | H | Raith Rovers | W | 4-2 | (2-1) | 12,238 |
| [aet] |
| QF | 09-Sep-98 | H | Ross County | D | 1-1 | (0-1) | 11,902 |
| [aet, pen 3-0] |
| SF | 27-Oct-98 | N | St Johnstone | L | 0-3 | (0-2) | 12,027 |
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Home and away results against each team, listed in the current league table standings
| Home | Team | Away | Pts |
| W 2-1 | L 2-3 | Rangers | L 0-3 | D 0-0 | 4 |
| W 2-1 | L 2-4 | Celtic | D 1-1 | L 0-3 | 4 |
| D 1-1 | L 0-2 | St Johnstone | D 1-1 | D 0-0 | 3 |
| W 2-1 | D 2-2 | Kilmarnock | L 0-3 | L 0-1 | 4 |
| L 0-2 | L 1-2 | Dundee | L 0-1 | L 0-2 | 0 |
| | Heart of Midlothian | |
| W 3-0 | L 0-2 | Motherwell | L 2-3 | W 4-0 | 6 |
| W 2-0 | L 0-2 | Aberdeen | L 0-2 | W 5-2 | 6 |
| L 0-1 | W 4-1 | Dundee United | D 0-0 | W 3-1 | 7 |
| W 2-1 | W 2-0 | Dunfermline Athletic | D 1-1 | D 0-0 | 8 |
| Leading Scorers |
League Cup |
| Adam | | 9 | |  |  |  |  |  |  |  |  |  |
| Hamilton | | 8 | |  |  |  |  |  |  |  |  |
| McSwegan | | 8 | |  |  |  |  |  |  |  |  |
| Cameron | | 6 | |  |  |  |  |  |  |
| Fulton | | 3 | |  |  |  |
| McCann | | 3 | |  |  |  |
| Flogel | | 2 | |  |  |
| Adams | | 1 | |  |
| Guerin | | 1 | |  |
| Holmes | | 1 | |  |
| Jackson | | 1 | |  |
| Lilley | | 1 | |  |
| Locke | | 1 | |  |
| Makel | | 1 | |  |
| McKinnon | | 1 | |  |
| Pressley | | 1 | |  |
| Ritchie | | 1 | |  |
| Weir | | 1 | |  |
Score distributions by match - goals scored by row, and goals conceded by column. Each box shows the number of this season's matches with the resulting scoreline.
| League | Cup |
 | 0 | 1 | 2 | 3 | 4 |
| 0 | 4 | 3 | 6 | 3 |
| 1 | | 4 | 1 |
| 2 | 2 | 4 | 1 | 2 | 1 |
| 3 | 1 | 1 |
| 4 | 1 | 1 |
| 5 | | | 1 |
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 | 0 | 1 | 2 | 3 |
| 0 | | | | 1 |
| 1 | | 1 | | 1 |
| 2 |
| 3 |
| 4 | | | 1 |
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When the goals have been scored and conceded this season
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