I am new to this whole SW thing, so correct me if I am wrong. SW only offers DING on Flights that they are trying to fill up? For someone like me travelling during school vacation, do I have a slim chance to none getting a DING for school vacation week?
You may be new to it, but you hit the nail on the head.
Yes, SW is trying to fill specific flights with Dings. They offer them by day of week of travel, but offer varying numbers of Ding fares on different flights each day, to make sure they are filling up the least popular flight times.
I'm not saying it's impossible to get a Ding during school vacation weeks. If you can be flexible and are willing to possibly take your kids out of school an extra day, or possibly go in the middle of your vacation week, you can get some great deals this way.
But we took our DD out of school (1st grade) last year for one week to go on a
Disney cruise, and we regret doing that (not the cruise, but going for less money and having to take DD out of school). We've resolved to try to never take DD out of school again for vacation.
Basically, what SWA will do is offer extremely restrictive Dings first. Something like travel on Tuesday or Thursday, maybe. Then closer to the time you need to go they'll offer less restrictive Dings as far as day of travel, but they are not quite the discount of the earlier Dings, and they are often so late in your planning cycle that it's very difficult to jump on them.
Dings definitely favor the flexible passenger. With 2 school-aged girls now, we are simply less flexible than we used to be, and SWA just isn't offering the kinds of discounts they have in the past.