During the 1998–99 English football season, Liverpool F.C. competed in the FA Premier League (known as the FA Carling Premiership for sponsorship reasons). Following are the results of the 1998-99 regular season for the English football club based in Liverpool, Merseyside.

The appointment of former French national coach Gérard Houllier as joint manager alongside Roy Evans was seen as Liverpool's best chance of making a title challenge, but Evans did not enjoy the partnership and quit in November to leave Houllier in sole charge.

Despite Michael Owen's brilliant form, Liverpool were unable to mount anything like a title challenge and seemed to be a side in transition following the appointment of their new coach and adapting to a new style, which saw new signing Rigobert Song arrive and the likes of Jason McAteer and Rob Jones leave, along with the club's longest serving player Steve Harkness, who was transferred to Benfica on 7 March 1999 after almost 10 years at Anfield.

By January, the side was reshuffled but the failure of the club to retain the services of Steve McManaman, transferred to Real Madrid at the end of the season in a deal labelled as the Bosman scandal of the season, hurt the club financially. Performance wise, their seventh-place finish was not enough to attain even a UEFA Cup place - as well as being the club's lowest finish for five years.

The season hadn't started badly, with a 2-1 win at Southampton followed by a goalless draw at home to the previous season's double winners Arsenal and an impressive 4-1 away win over Newcastle United just days after the Tynesiders had sacked former Liverpool boss Kenny Dalglish. September began with a 2-0 win over Coventry City which saw the Reds top the table after four games, level on points with Aston Villa, while title favourites Arsenal and Manchester United were fifth and ninth respectively.

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