Premier League 1998/99 var den niende udgave af Premier League. Manchester United blev mester, mens Charlton, Blackburn og Nottingham Forest rykkede ned i The Championship.
Ligatabel
| Klubb | K | V | U | T | MF | MM | P | | 1 | Manchester United FC | 38 | 22 | 13 | 3 | 80 | 37 | 79 | | 2 | Arsenal FC | 38 | 22 | 12 | 4 | 59 | 17 | 78 | | 3 | Chelsea FC | 38 | 20 | 15 | 3 | 57 | 30 | 75 | | 4 | Leeds United FC | 38 | 18 | 13 | 7 | 62 | 34 | 67 | | 5 | West Ham United FC | 38 | 16 | 9 | 13 | 46 | 53 | 57 | | 6 | Aston Villa FC | 38 | 15 | 10 | 13 | 51 | 46 | 55 | | 7 | Liverpool FC | 38 | 15 | 9 | 14 | 68 | 49 | 54 | | 8 | Derby County FC | 38 | 13 | 13 | 12 | 40 | 45 | 52 | | 9 | Middlesbrough FC | 38 | 12 | 15 | 11 | 48 | 54 | 51 | | 10 | Leicester City FC | 38 | 12 | 13 | 13 | 40 | 46 | 49 | | 11 | Tottenham Hotspur FC | 38 | 11 | 14 | 13 | 47 | 50 | 47 | | 12 | Sheffield Wednesday FC | 38 | 13 | 7 | 18 | 41 | 42 | 46 | | 13 | Newcastle United FC | 38 | 11 | 13 | 14 | 48 | 54 | 46 | | 14 | Everton FC | 38 | 11 | 10 | 17 | 42 | 47 | 43 | | 15 | Coventry City FC | 38 | 11 | 9 | 18 | 39 | 51 | 42 | | 16 | Wimbledon FC | 38 | 10 | 12 | 16 | 40 | 63 | 42 | | 17 | Southampton FC | 38 | 11 | 8 | 19 | 37 | 64 | 41 | | 18 | Charlton Athletic FC | 38 | 8 | 12 | 18 | 41 | 56 | 36 | | 19 | Blackburn Rovers FC | 38 | 7 | 14 | 17 | 38 | 52 | 35 | | 20 | Nottingham Forest FC | 38 | 7 | 9 | 22 | 35 | 69 | 30 |
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K = Kampe spillet; V = Kampe vundet; U = Kampe uafgjort; T = Kampe tabt; MF = Mål for; MM = Mål imod; P = Point
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