To add another level of intrigue, Frank Lampard, one of Mourinho's loyal lieutenants during his two spells in charge, will be the man trying to outfox him, knowing defeat would see Spurs leapfrog his side into the top four.
"He is an important player and tomorrow, he will be prepared like everyone else."
Now, as we stand halfway through the 27th Premier League season, the expectation is that a team who has not yet won the top flight since its rebranding is in pole position to win.
But the Scot, 32, returned to the court after hip resurfacing surgery and beat fellow veteran Stan Wawrinka in the final of the European Open in October.
The Sussexes and baby Archie spent the recent Christmas holidays in Canada with Meghan's mother, Doria Ragland.
At the same time, Harry launched an emotional attack on the UK tabloid press for what he called a "ruthless campaign" against his wife.
The Portuguese has been the opposing manager scheming against the club he led to three Premier League titles during spells with Inter Milan and Manchester United.
Chelsea face German giants Bayern Munich, while Paris Saint-Germain, who impressed in the group stage and will be trying to avoid a fourth successive last-16 exit, will take on Borussia Dortmund.
He beat Djokovic in the final and lost just three matches in the rest of the season, winning the French Open and the US Open before inspiring Spain to Davis Cup glory on home soil, finishing as world No.1 for a fifth time.
Having won only three of their opening 12 league games, a run that led to the departure of Mauricio Pochettino, they have won four out of five under Mourinho to climb to fifth and have reached the last 16 of the Champions League.
Van Bommel was still upbeat after Sunday's loss in Rotterdam, saying "even though I have to fight the whole world I won't give up."
France forward Mbappe took his league tally to nine in 11 appearances as his side took advantage of second-placed Marseille only drawing at Metz on Saturday to move seven points clear and tighten their grip on the French championship, which they have won six out of the last seven seasons.
Comeback of the year