| Club: | Heart of Midlothian |
| Season: | 1998–99 |
| Manager: | Jim Jefferies |
| Stadium: | Tynecastle Stadium |
| League: | Scottish Premier League |
| League Result: | 6th |
| Cup1 Result: | 1st round |
| Cup2 Result: | 3rd round |
| Cup3 Result: | Semi-final |
| League Topscorer: | Stephane Adam (9) |
| Season Topscorer: | Jim Hamilton (10) Stephane Adam (10) |
| Highest Attendance: | 17,334 v Celtic SPL 6 December 1998 |
| Lowest Attendance: | 12,323 v Motherwell SPL 23 September 1998 |
| Average Attendance: | 14,233 |
| Prevseason: | 1997–98 |
| Nextseason: | 1999–00 |
The 1998–99 season was Heart of Midlothian F.C.s 16th consecutive season in the top level of Scottish football, the new Scottish Premier League, formed by the clubs from the previous season's Scottish Premier Division. Hearts also competed in the UEFA Cup Winners' Cup, Scottish Cup and League Cup.
See main article: 1998–99 UEFA Cup Winners' Cup.
See main article: Scottish League Cup 1998–99.
See main article: 1998–99 Scottish Cup.
See main article: 1998–99 Scottish Premier League.
| Pos | PLayer | SPL | SC | LC | CWC | Total | |
|---|---|---|---|---|---|---|---|
| 9 | 0 | 1 | 0 | 10 | |||
| 6 | 1 | 1 | 2 | 10 | |||
| 8 | 0 | 0 | 0 | 8 | |||
| 6 | 0 | 0 | 0 | 6 | |||
| 3 | 0 | 0 | 1 | 4 | |||
| 2 | 0 | 1 | 1 | 4 | |||
| 2 | 0 | 0 | 1 | 3 | |||
| 1 | 0 | 0 | 1 | 2 | |||
| 0 | 0 | 1 | 1 | 2 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 | |||
| 1 | 0 | 0 | 0 | 1 |