I must include all of these charactersin my skit:
Catherine de Bourgh
Miss de Bourgh
I think the dating game idea for skit is hilarious. With the popularity of shows like "The Bachelor," it would be interesting to portray Darcy as "The Bachelor," then use the other characters as part of an expert panel on whom he should choose.
How about if you take the funniest or wittiest quotes from each character regarding the main, central theme of the novel (which is the want and need for marriage as a social stabilizer) and have each character say their own. Now, let's keep in mind that a time span of 5 minutes is actually not very short. In fact, you could do two and a half vodcasts in that period of time. Hence, look through the story, get one really beefy quote from each character that shows how each character responds to the central theme of the novel, and just have each say their part.
I think #3 gives us a great idea of how to include so many characters in such a little time. You also might like to be creative and consider how you could do this without actual speech. I once saw an excellent 5 minute production of Hamlet where the characters had to just express the action through mime and gestures. No speech was allowed. You could always use signs to indicate which character is which. This is a real chance to be creative, so think how you can do this with the aid of some horizontal thinking. Good luck!
You could create a skit that takes place AFTER the action of the novel where all the characters are together and talking about what happened to them over the course of the novel. You could have a family reunion at Pemberly, hosted by the newly married Elizabeth and Darcy. Maybe you create an Oprah-style talk show where a moderator introduces topics for quick discussion.
I think the best way to address a brief, 5-minute skit scene that must include every significant character from Austen's novel, Pride and Prejudice, is to enact a ball skit, perhaps set at Pemberly to give reason for all characters to be there. That way, you can have everyone all in the same place at the same time with a logical reason for being there. Moreover, they will all have tings to say that are fairly natural to the situation. For instance, you may recall how Sir William comments upon the dancing of Elizabeth and Darcy at the Netherfield ball:
Such very superior dancing is not often seen. It is evident that you [Darcy] belong to the first circles.
Another instance of the situation providing dialog that is natural to the setting and yet revealing of feelings is Elizabeth's jibbing comments on conversation to Darcy:
"Sometimes. One must speak a little, you know. It would look odd to be entirely silent for half an hour together; and yet for the advantage of some, conversation ought to be so arranged, as that they may have the trouble of saying as little as possible."
Another possibility is to stage the skit as a tea party at Pemberley for the ladies and a hunting party that got rained out and moved into the tea room for the men.