Just to add another wrinkle to the planning, if you're doing DVC, you get the late Epcot/MK hours on Mondays and Wednesdays for your trip. I never miss those because, to me, it's like paying for the Extended Evening Hours events with no crowds and short lines.
I, personally, pay for the direct, expensive flights Friday/Saturday-Saturday/Sunday and just consider it the cost of doing business since I can only travel around our kids' vacation schedules, but I know that won't always be the case, either, in a few years. I'm looking at you, early May and cheap points! One day you'll be mine!
If you can swing the points to book the whole week, including the weekend, I'd do it and then just drop off a day on either end if there's a massive airfare difference. I also stalk JetBlue (preferred carrier for us anyway, and they release flights 11 months out, too.) They tweak their fares every Tuesday and then jack them back up by Wednesday. During major holidays that fall on Mondays/Tuesdays, sometimes they throw in an unadvertised sale for a few hours in the morning.