i too am tied to October half term as g/f is a teacher and therefore we have to fly on either the Saturday or early enough on the Sunday to get back in time to get a reasonable sleep before being back to work. We also like it to be hot enough to sunbathe as we're after a chilled beach holiday but not too long a flight cos it's only a week.
The two options i narrowed it down to were:
Saturday pm to Gran canaria from BHX with Thomas Cook leaves about 18:30 back at 03:00 Sunday am.
Saturday pm flight to Fuerteventura from MAN (TCX) 14:25 out/23:35 back
We booked the Gran Canaria option as there was a cheaper accomodation option and Birmingham is a bit nearer for us.
For late October. Canaries seem best weather wise for a European destination, Egypt would be hot but I'm not a fan of Egypt. We actually love Greece but it's too risky with the weather that late in the season and we're going to Zante in August anyway. Cyprus would be nice in late October but there were no flights that suited us.