Rabbi Pinchas Winston on the merit of being in Israel when Mashiah comes:
There is a tradition that, at the time of the arrival of Moshiach, wonderful things will happen for Jews everywhere. On the actual day that they arrive from the Diaspora . . . the walls of Yerushalayim will be replaced. It will also be the day of the re-building of the Temple, which will be built from exquisite stones and gems. Once the dead are resurrected, they will become transformed and will have very lofty natures. However, the same type of transformation will occur for the . . . Jews who remained alive [in Eretz Yisroel], and their bodies will be like that of Adam HaRishon before his sin, and like Moshe Rabbeinu's. They will become so spiritual that they will be able to fly like eagles, which will astound the redeemed exiles. Upon witnessing this, the "Diaspora Jews" will become upset, and they will complain to Moshiach, Are we not Jews like them? Why do they merit to fly and live in an elevated spiritual state, and not us? However, Moshiach will answer them, "It is quite well known that G-d works measure-for-measure. Those who lived in the Diaspora and made efforts and sacrifices to elevate themselves by moving to the Holy Land merited purity of soul. They were not so concerned about their finances and health. They traveled over vast lands and crossed seas, not paying attention to the possibilities of drowning, being robbed along the way, or being taken captive by some strange foreign ruler. Being that they placed priority of their spirit over materialism and physicality, they merit, measure-for-measure, to be elevated to this lofty spiritual plane. On the other hand, you who also had opportunities to go up to Israel, but remained hesitant and reluctant, enamored instead with your materialistic status, making materialism a higher priority than spiritual growth, therefore, measure-for-measure, remain physical . . . However, for those who valued their soul most, they will be transformed into supernal beings and will be led into the earthly Garden of Eden. (Tuv HaAretz: Praise Of Those Who Dwell In Israel At The Time Of Moshiach)
Here are some very recent calls to come to or stay in Israel now.
There are some good links here for your Aliya-themed Haveil Havalim.