Being in a similar situation years ago, I wish I would have gotten some guidance back then that would have saved me a lot of time in the process. With that said, I'd highly recommend guard or reserves over AD. Things worked out in the end and I'm a currently a reservist in pilot training.
Best advice,
Take advantage of TA and CLEP/DANTES exams to get your Associates Degree and CCAF Associates degree. many universities offer classes on base a couple of days a week. Go to the education office to look whats available at your Base. The exams are free to take the first time and they give you full college credits.
Once the CCAF is complete, educate yourself on the AU-ABC program provided by the Air Force. In which you can transfer the full 60+ credits you have obtained through your AFSC and the classes you have already taken to a participant college/university to complete the bachelor's. (this would save you a lot of time in school)
You can complete the bachelor's in less than the 3 years you have left and could possibly get your PPL in that time as well. By the time you separate, you can decide to either join a guard/reserve unit(or just get out completely) and start rushing/applying to units in locations you want to live, already meeting the basic qualifications. Good luck.