Loads/Upgrade Chances JFK/MSP to SJU/AUA/GCM
New FO here after flying the first half of this year and most of last year on Star. Need to take some vacation in the next 3-4 weeks. Was looking to fly from JFK or MSP to either SJU/AUA/GCM. I understand the potential for hurricanes and am willing to risk $150+fare difference if I need to make changes. I am also willing to fly Thursday nights/Friday anytime/Saturday mornings. Any thoughts on which routes historically will yield best upgrade chances or is this another one of those come back to us in a few months when you hit Gold deals? JFK-SJU seems to be pricing in around $250 and AUA/GCM is about double or a little more depending on the date.
Thanks for your expertise!