After reading your trip reports, it is obvious that you know what to do and how to do it. Having said that, plane fares now from PHL to MCO are right around $200 pp as you know. One of the questions you need to answer first is what is the latest time on June 27,2004 you plan to going to Port Canaveral? Knowing that, you can then work backwards to your flight plans.
Are you locked into flying on June 27, or is the 26th possible? Obviously, if you can fly on the 26th, it gives more flexibility if problems do occur with the flight, but I assume you can't fly then.
If you are limited to the 27th, then a morning arrival in MCO is more important. Currently, there are arrivals in MCO from PHL by around 9 am with US Air and United. Also, Delta arrives by around 11 am, but that has a connection in CVG, which you might not want to chance due to sailing on the Wonder that afternoon.
So, assuming that the current schedule of arrivals does not change (and that is not a good assumption to make), and that you sail later on the 27th after arrival the same morning, you have two flights to choose from.
The question would probably boil down to whether you think that either US Airways or United would lower current prices from between now and some future date. Looking at the importance of being onboard before the cruise leaves, it may not be a good idea to wait too long before trying to get the flight booked.
By the way, your trip reports were really great. Have a good time on your next trip to WDW, and good luck on whatever decision you make on booking the June, 2004 flight.
P.S. Is flying from Allentown to Sanford on Southeast Airlines totally impossible to consider. They have the Club $59, and you may want to check if it could work for you. It is $59 pp one way, and if you can confirm future 2004 dates, it could work for you. If you are flying down to WDW in December, you might consider checking if they still have any seats left. Their website is
www.flyseal.com