Originally Posted by Blumie

It seems to me that you might be able to talk them into this one. When speaking to the agent, when they advise you that you have to overnight at ORD, just tell them that, if you're going to have to overnight somewhere, you'd rather do it at DFW. If they agree, then ask about DFW-TVC schedules for the next morning, and when they tell you about the 600a flight through ORD, see if you can walk them up to one of the later flights.

I find that in these situations that, although it's always important to know all the rules when calling, it sometimes help to play dumb and not let on that you know the rules, but rather just ask for what you want. Obviously it doesn't always work, but sometimes it does.