After reading Chapter 5 of 1984 by George Orwell, what question could you ask someone that covers the whole chapter?
I can think of at least two questions that might be good ways to get at the contents of this chapter.
First, you might focus on Syme and his Newspeak dictionary. A question here might be "Why is it important to the Party to change from regular English to Newspeak?" Since much of the chapter is about Winston and Syme's conversation, this would cover a fair amount of the chapter.
Second, you could refer to the part very close to the end of the chapter where Winston speculates about who will be "vaporized." You might ask something like "Why would the Party want to vaporize and spare (respectively) the people that Winston mentions?" This might be a good question because this chapter really is about what the Party wants. It is about how the Party wants conformity from its population. This question would cover that issue.