With Manchester City now in pole position for the Premier League title, Liverpool’s 24-year wait for top flight glory looks set to continue.
Here I highlight the five key moments where it all went wrong for the Merseyside outfit.
Joe Allen vs Everton - 23 November 2013
With Liverpool commanding a 2-1 lead over city rivals Everton, the stage was set for Joe Allen to write his name into the annals of the Merseyside derby.
After a lovely piece of set up play from Luis Suarez, Allen only need to aim his shot on target and Liverpool would have opened up a two-goal cushion. But the Welshman missed, skewing his shot wide of the Everton upright.
Liverpool’s best chance of putting the game to bed evaporated into thin air. The match finished as a 3-3 draw.
Simon Mignolet vs Manchester City – 26th December 2013
With the score level at the Etihad Stadium, it was goalkeeper Simon Mignolet whose error cost the Reds dearly.
The Belgian international failed to get a strong hand to Alvaro Negredo’s poked shot from the edge of the area on the stroke of half time, tipping the ball back into the goal for what was ultimately the match winner.
Kolo Toure vs West Brom – 2nd February 2014
Liverpool looked to be on the way to another three points at The Hawthorns, but were forced to settle for a draw as Toure’s wayward pass sent Victor Anichebe on his way for the leveller.
The experience Ivorian appeared to forget one of the basic rules of defending – never pass across your own box. This lapse in judgement gifted the Baggies an unlikely equaliser, condemning Liverpool to only a share of the points.
Steven Gerrard vs Chelsea – 27th April 2014
Steven Gerrard’s slip against Chelsea proved the crucial moment in the Premier League title showdown.
The Reds skipper mis-controlled a pass before slipping as Demba Ba ran through to give the Blues the vital opening goal in their 2-0 win at Anfield last Sunday.
This result blew open the championship race, ending Liverpool's 11-game winning streak.
vs Crystal Palace – 5th May 2014
In 10 incredible second half minutes, Liverpool went from looking to eradicate the goal difference between them and City to seeing their title hopes fade.
The Reds led through goals from Joe Allen, Daniel Sturridge and Luis Suarez and looked comfortable on the hour mark.
However, with 11 minutes of normal time remaining, Palace pulled a goal back when Damien Delaney’s effort deflected in off Glen Johnson.
Just two minutes later it was 3-2 as Gayle lashed home after excellent work from Yannick Bolasie, before he struck again after Glenn Murray’s through-ball to level the scores and end Liverpool’s title hopes.