For United manager Ruben Amorim, anything short of victory will deepen concerns about his difficult start to life in England.
The Red Devils simply have to collect all three points against a Wolves side that is currently enduring one of the worst seasons in Premier League history.
Wolves remain bottom of the table after 14 matches, having collected just two points so far.
A recent change of manager has failed to spark improvement, and performances suggest relegation is already looming large.
With defensive frailties, a lack of goals, and confidence visibly drained, Wolves are struggling to compete at this level.
Monday night’s fixture will see Wolves striker Jørgen Strand Larsen come up against his former teammate Matheus Cunha, now a key attacking option for Manchester United.
While individual storylines exist, the bigger picture points toward a must-win encounter for the visitors.
Manchester United arrive in the West Midlands off the back of another disappointing result at Old Trafford, where they dropped points against West Ham United.
That draw further frustrated supporters and added to the scrutiny Amorim continues to face.
Although the club’s hierarchy has publicly backed the Portuguese coach, patience among fans is wearing thin.
United’s performances this season have lacked consistency, intensity, and cutting edge—especially against teams they are expected to beat.
A failure to defeat Wolves, given their form and league position, would be seen as a new low point in Amorim’s tenure.
Despite Wolves’ struggles, Amorim has warned against complacency.
Away matches in the Premier League are rarely straightforward, and desperation can sometimes make struggling teams dangerous—particularly under the lights on Monday night.
Broadcast interest in the fixture is high, with the match set to feature on Sky Sports’ Monday Night Football in the United Kingdom.
While much of the studio discussion may centre on off-pitch debates and recent player comments elsewhere in the league, the football itself carries genuine significance.
How to Watch Wolves vs Manchester United
In the United Kingdom, the match will be broadcast live on Sky Sports Main Event and Sky Sports Premier League, with streaming available via Sky Go and NOW TV.
Fans in the United States can watch the game live through the NBC Sports App, nbcsports.com, and on USA Network.
Viewers in Canada have the option of DAZN Canada and fuboTV Canada, while fans watching from Mexico can tune in on FOX One.
The outlook remains bleak for Wolves, who face another tough assignment after this match with a trip to north London to play league leaders Arsenal.
They will then host Brentford before the Christmas period, offering little respite in what has been a brutal campaign.
Manchester United’s schedule does not get much easier either. Bournemouth—who have enjoyed recent success at Old Trafford—visit next Monday, before United travel to face an in-form Aston Villa side the following weekend.