Spurs have won three games in succession since Mourinho took charge of the club, with Dele Alli leading the resurgence.
However, it’s been a contrasting tale for Ole Gunnar Solskjaer, who suffered another blow last weekend as his side stumbled to a drab draw against Aston Villa.
The pressure is growing on the Norwegian, despite the club’s public backing of him, and a defeat against his predecessor could prove a tipping point.
Here is everything you need to know:
Scott McTominay is expected to make his return from an ankle injury, while Jesse Lingard could start after Juan Mata’s disappointing performance against Villa. The game comes too soon for Paul Pogba, though, who Solskjaer confirmed is not yet ready to return.
Harry Winks could replace Tanguy Ndombele in midfield, while Danny Rose could return to counteract United’s pace down the flanks.
Manchester United: Gea; Wan-Bissaka, Lindelof, Maguire, Williams; McTominay, Fred; James, Lingard, Rashford; Martial
Tottenham: Gazzaniga; Aurier, Alderweireld, Sanchez, Rose; Dier, Winks; Sissoko, Alli, Son; Kane
When is it?
The match is on Wednesday 4 December.
When does it kick-off?
The match gets underway at 7:30pm.
How can I watch the match?
The match will be available to watch and stream on Amazon Prime.
What are the odds?
Manchester United to win: 13/8
Tottenham to win: 8/5
The match will be frenetic with Mourinho’s former players desperate to stick it to him, while the manager himself will urgently want to get one over United at Old Trafford.
However, the two sides are on such dramatic different planes of momentum at the moment that, although United could start with a renewed vigour and desire, Spurs’ quality and form should ultimately shine through in a hot-blooded encounter.
Manchester United 1-3 Tottenham
To watch any of Amazon’s fixtures for free, sign up for a 30-day Amazon Prime trial byclicking here, which can be cancelled any time.