The battles between Arsenal and United defined the opening decade of Wenger's 22-year reign at the club, while his bitter enmity with Mourinho has also been one of the abiding memories of his time in North London.
Arsenal needs a win this weekend to keep their slim top-four hopes alive, something which seems more vital than ever after they gave up the advantage in the first leg of their Europa League semi-final on Thursday.
This is how we anticipate the Gunners could line up for the trip to Manchester.
Arsenal vs Man Utd
Out: Mohamed Elneny (ankle), Santi Cazorla (Achilles)
Doubt: Henrikh Mkhitaryan (knee)
Wenger has a difficult balance to strike heading into this match, with neither possible route into next season's Champions League looking particularly likely at this stage.
The Europa League route is still in their hands, though, while the same is not true of the Premier League, so Arsenal could rest some key players this weekend to keep them fresh for the return leg away to Atletico Madrid on Thursday.
Pierre-Emerick Aubameyang will be leading the line as he is barred from playing in the Europa League, while Danny Welbeck and Alex Iwobi might join him in the front three – although Welbeck may be one of the players rested.
Henrikh Mkhitaryan is close to being fully fit but will likely be held back ahead of Thursday, but Petr Cech is expected to return to the starting lineup having missed his side's last two games.
Calum Chambers, Rob Holding, and Joseph Willock could be given rare starts, and fellow youngsters Ashley Maitland-Niles, Reiss Nelson and Eddie Nketiah will also be hopeful of featuring.
Injured Santi Cazorla is back in training, meanwhile, but he will not return until next season following a lengthy spell on the sidelines.
This article was most recently revised and updated 3 years ago