| Season | 1998–1999 |
|---|---|
| Champions | Peterhead |
| Goals scored | 981 |
| Average goals/game | 4.09 |
| ← 1997–98 1999–00 → | |
The 1998–1999 Highland Football League was won by Peterhead. Fort William finished bottom.
Table
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Peterhead (C) | 30 | 24 | 4 | 2 | 89 | 19 | +70 | 76 |
| 2 | Huntly | 30 | 23 | 3 | 4 | 86 | 38 | +48 | 72 |
| 3 | Keith | 30 | 22 | 4 | 4 | 92 | 41 | +51 | 70 |
| 4 | Elgin City | 30 | 21 | 1 | 8 | 71 | 39 | +32 | 64 |
| 5 | Fraserburgh | 30 | 18 | 6 | 6 | 86 | 39 | +47 | 60 |
| 6 | Clachnacuddin | 30 | 16 | 8 | 6 | 80 | 45 | +35 | 56 |
| 7 | Cove Rangers | 30 | 16 | 5 | 9 | 88 | 48 | +40 | 53 |
| 8 | Forres Mechanics | 30 | 11 | 6 | 13 | 60 | 60 | 0 | 39 |
| 9 | Brora Rangers | 30 | 11 | 5 | 14 | 61 | 63 | −2 | 38 |
| 10 | Deveronvale | 30 | 11 | 4 | 15 | 57 | 72 | −15 | 37 |
| 11 | Rothes | 30 | 8 | 5 | 17 | 46 | 64 | −18 | 29 |
| 12 | Buckie Thistle | 30 | 8 | 4 | 18 | 36 | 60 | −24 | 28 |
| 13 | Lossiemouth | 30 | 8 | 4 | 18 | 40 | 67 | −27 | 28 |
| 14 | Wick Academy | 30 | 7 | 2 | 21 | 33 | 85 | −52 | 23 |
| 15 | Nairn County | 30 | 3 | 2 | 25 | 32 | 114 | −82 | 11 |
| 16 | Fort William | 30 | 1 | 1 | 28 | 24 | 127 | −103 | 4 |
Rules for classification: 1) points; 2) goal difference; 3) number of goals scored.
(C) Champions
| Highland Football League | |
|---|---|
| 2024–25 teams | |
| Former teams | |
| Associated competitions | |
| Seasons |
|
| 1998–99 in Scottish football | |
|---|---|
| « 1997–98 1999–2000 » | |
| Domestic leagues | |
| Domestic cups | |
| European competitions | |
| Related to national team | |
| Club seasons | |
| Premier League | |
| First Division | |
| Second Division | |
| Third Division | |