Is the overnight option gonna deliver Saturday?
I don't know about Apple, everything I've ordered from them has been a preorder, and I've gotten it the day it was released, or the day before it was released. I can tell you that I have Amazon Prime, and I buy WAY too much stuff from them. If I pay $4 for next day delivery on Friday
afternoon, it will arrive Saturday. If I pay $4 for next day delivery on Friday
night, it will arrive on Tuesday. I thought UPS/FedEx just didn't operate on Sunday, but apparently there's some weird craziness on Mondays as well.
I can almost guarantee that you WILL NOT get your iPad on Saturday, even if you pay $20 or something for overnight, unless they open up the online store for iPad 2 sales early in the morning, which is unlikely. It's going to take quite a while to actually process all of those orders. That's why preorders worked so well. They had 2+ weeks to process your order, and to get the correct amount of devices out to each of their warehouses. Sure, they probably used last year's presales to predict how many iPads each state will need this time, but the iPad 2 might be headed for a very different market. You expect them to process your order (along with the tens of thousands of other orders being placed simultaneously), turn around and have it on a UPS/FedEx truck within an hour (6PM), in order for it to go out for delivery a few hours later? I don't think so.
If I had to guess, if you buy right away on Friday, and there are no shortages:
Overnight - Monday
Free- Wednesday/Thursday