The North London club have not won at Stamford Bridge in the Premier League era, with the Blues coming out on top in 14 of the 22 matches and the remaining eight ending level.
Tottenham will be hoping to end that record this evening, but the current league leaders have been in sublime form this campaign and will want their 0-0 draw against Sunderland to be a temporary blip rather than a sign of things to come.
In the buildup to the match, Lineker took to Twitter to reference the fact that the UK was about to pay off its remaining debt for World War One.
In a playful nod to just how long it has been since Spurs experienced a league victory at Chelsea, the Match of the Day host wrote, "Superb news that we've paid off the first World War debt before Tottenham won a Premier League game at Stamford Bridge."
Now Pochettino's men have the chance to have the last laugh, but can they really do it given the squad at Mourinho's disposal?
Superb news that we've paid off the first World War debt before Tottenham won a Premier league game at Stamford Bridge.— Gary Lineker (@GaryLineker) December 3, 2014