Carling Cup holders Chelsea were given a home tie against Liverpool in the quarter-final draw on Saturday.
The two sides last met in the competition in the 2005 final when Chelsea won 3-2 in extra-time.
West Ham meet Everton, Manchester City play Spurs and Blackburn host Arsenal in the other ties, which will all be played in December.
Chelsea, who have won the Carling Cup twice in the last three years, beat Arsenal 2-1 in last season's final.
Over the last three years Liverpool have twice beaten Chelsea in Champions League semi-finals as well as winning a FA Cup semi-final against the London team.
Carling Cup quarter-final draw:
West Ham v Everton
Man City v Spurs
Chelsea v Liverpool
Blackburn v Arsenal
Looking at the teams left in the competition, there wasn't a team you would look at and think it would be an easy tie. So, it was imperative therefore we got a home tie and it is a winnable game.The tie isn't for another six weeks yet, so by then we should have a clearer idea of how Spurs are taking shape under Juande Ramos.