Despite winning promotion to the first division in their first year in the league, they continued in the shadow of neighbours Everton, with many local people refusing to watch a team of Scotsmen. They struggled in their first season, and were relegated to division two. McKenna swore that the club would be back in the top flight within twelve months, and their drive and determination won them the second division title, and promotion to division one. This time they finished a credible fifth, higher than rivals Everton.

They won their first championship in 1900/01, but were again relegated two years later. After another year in the second division they bounced back up and immediately won their second championship in 1904/05. As a reward the directors built the legendary Spion Kop for the fans. Named after a hill in Natal where a Merseyside regiment suffered heavy losses in the Boer War. Three hundred died in a vain attempt to lift the siege of Ladysmith, many of them Liverpool lads. "Spion Kop" means "vantage point" in Afrikaans. In 1928 the stand was extended and roofed, providing cover for 30,000 fans.

Liverpool won two more championship titles after World War I, but hit poor form following World War II, despite being runner up to Arsenal in the FA Cup final of 1950. They came last in division one in 1953/54, and were relegated. After several bad years Bill Shankly came to the rescue. He was appointed manager in 1959, and over the next fourteen years turned Liverpool into the greatest club in English football. In his first twelve months he sold twenty four players. By 1963/64 they won their sixth championship, and the following year added the FA Cup to their list of titles, beating Leeds in the final. They continued their run of success with another league title in 1965/66.

It was another seven years before they won another cup, this time the UEFA Cup in 1972/73, followed by the FA Cup again in 1973/74. Shankly then surprisingly called it a day, handing over the managerial role to his right-hand man Bob Paisley. It wasn't long before he won silverware, taking the league championship and UEFA cup in his second season, 1975/76. Next year they just missed out on the treble, winning the League and beating Borussia Moenchengladbach in the European Cup, but losing 2-1 to Manchester United in the FA Cup final. They became the first British club to retain the European Cup, beating FC Bruge 1-0 in the final of 1977/78. Two successive League titles followed in 1978/79and 1979/80. 1981 was another great season for the club, winning the first of four consecutive League Cup titles and beating Real Madrid to win the European Cup for a third time. Two more successive League titles followed in 1981/82 and 1982/83, before Paisley resigned. During his nine years in charge he won the Manager of the Year award six times.

Joe Fagan took over as manager and in his first season they won their third consecutive League title, the League Cup and the European Cup, beating AC Roma on Italian soil. The following year disaster struck. During the European Cup final against Juventus at the Heysel stadium, rioting broke out. A wall collapsed killing 38 Juventus fans. The game was won by Juventus, but more importantly English clubs were given an indefinite ban from European football.

Kenny Dalglish became player-manager in 1986, winning the League and FA Cup in his first season in charge. They won the League again in 1987/88, but just missed out on a second double when beaten by Wimbledon in the FA Cup final. 1988/89 was the worst season in the history of Liverpool Football Club. During the FA Cup semi-final against Nottingham Forest at Hillsborough 96 Liverpool fans were killed as the Lepping Lane stand became overcrowded. They went on to win the semi-final, and met Everton in an emotional final at Wembley. Both sets of fans were as one, singing 'You'll Never Walk Alone' and observing a one minute silence before the start of the game. Liverpool won the game 3-2, with substitute Ian Rush scoring two late goals. They should have won the League title in the same year, with challengers Arsenal needing to win by two clear goals at Anfield. With Arsenal winning 1-0, Michael Thomas scored in injury time to steal the title, and ruin Liverpool's chances of another double. Dalglish resigned in 1991, blaming stress for his shock exit.

Ronnie Moran became caretaker manager, before Graeme Souness took over in April 1991. He bough a host of new players, but his strict managerial style was unpopular and failed to recreate the success of previous years. Much of the problems surrounding the club today stem from the Souness era.

Roy Evans took over and immediately won the League Cup in his first full season in charge in 1995. Despite building an exciting team of young players, many from the youth team he failed to win major trophies. Fans and directors demanded success and in 1998 brought in Frenchman Gerard Houllier in a joint managerial role with Evans. The shared job proved unsuccessful, and Evans backed down after only three months of the new season, ending a 35 year association with the club.

Houllier went on to develop the squad by bringing in relatively unknown players and was not undeterred by criticism from the media as the Liverpool style became more defensive. He was rewarded with five trophies in 2001 as Liverpool remained unbeaten in all cup competitions that season and qualified for the Champions League.

The following season saw Liverpool make a serious challenge for the Premiership, while also putting in a good debut performance in the Champinos League, reaching the quarter-finals only to be beaten by Bayer Leverkusen, who went on to the final.