Only just caught up with this thread. Of course,
Charlie Bubbles, being one of my favourite films, instantly came to mind.

Originally Posted by
RogerThornhill
There is a First Division (In old money.) match in Charlie Bubbles. It must be the Mancs against a London club from what I remember of it.
It's Manchester United vs. Chelsea, Roger, at Old Trafford. The film was made between October and
December 1966 so this must be the match that took place on 15th October, which was a 1-1 draw:
Watched by Albert Finney (as Charlie), reporter/ex-friend John Ronane, and Timothy Garland (Charlie's son):

The reason Timothy looks so fed up is because he feels alienated from his father, who seems unwilling to share.
Two of my earliest screencaps there, folks.
I only saw it once and that was a long time ago.
Time you saw it again, Rog. It's a classic!