It's hot and humid, but that's the only time we can go as we still have one in school. Two more years and we're looking forward to returning in November--our favorite time so far! We get out early and rope drop, go back to the camper and relax and cool down for a few hours, then head back either to have an early dinner or eat and then back to the park for evening fun. It's so much more enjoyable to us to have that break and feel refreshed (as much as you can in the humidity) and have the energy to keep going through the parks.
We have one in school still too, but we go for the Thanksgiving Time frame. Typically we will leave the Tuesday before Thanksgiving after we are done with work/school and drive about 5 or 6 hours. Then drive all the next day and stop just outside of WDW (maybe an hour or so) for the night. Then get up early the next day to check-in. Either we will park in the Overflow lot and do whatever or if the site is ready (which has been because we are not too fussy yet about the sites we will take as long as we fit), we will go and set up. We then stay the rest of that week and all of the following week, leaving on Friday (or Saturday) for the trek back home.
For our DD who is still in school, the Wednesday before Thanksgiving is always only a half day. Most teachers don't give much work or do much new material on that day, so we don't feel too bad about that. Then they have the Thanksgiving break (Thursday, Friday, Saturday, Sunday), plus here in NEPA, Hunting is big (but not like it used to be) so the Monday after Thanksgiving is the first day of Rifle Hunting season for Buck (White Tail) and since so many families and kids (at least in the past) would not be in school that day, it has just become another addition to the holiday. So our DD will only really miss Tuesday - Friday after Thanksgiving (4 days) and still get to enjoy a 12 day vacation (8 or so actually in Disney). Add to that, that here in NEPA, that time of year snow and ice is not uncommon. A few years ago, we pulled out (on that Tuesday) right ahead of a storm. The Wednesday before Thanksgiving was cancelled due to the weather. Then the Tuesday after Thanksgiving (first school day after the holiday) was also cancelled, so our DD only missed 3 days.
It helps, of course, that our DD is an "A" student as well, and we try to get all the homework done before we go too. Obviously your situation might not be the same, but if it is similar, I'd say go for it. We have never had an issue with the school.