We are going in the end of Sept. and flying out of Pit. to MCO 4 tickets including taxes and fees less than 550. I couldn't pass that up. I too live about 3 hours from Pittsburgh but I figure I can look for parking discounts I saw one for 50 for the week (I would be paying that at Cleveland too) and as for the fuel cost to get there I can get there and back on a little over a half a tank. I need to fill up anyway. We are flying out on Southwest and it is a non stop flight I checked the same flight out of Cleveland and it was 40 more expensive for each ticket and there was a stop somewhere. Plus Southwest doesn't charge luggage fees. which when traveling with 5 people (one under 2) it helps.
If you haven't finalized anything I would think about it more (flying out of Pit).
Best of luck and have a wonderful trip.