I attempted to answer this question yesterday, but a theologian of much better skill should answer this so I give you the words of the late Fr. Alexander Schmemann. He writes:
How does one become humble? The answer, for a Christian, is simple: by contemplating Christ, the divine humility incarnate, the One in whom Gad has revealed once and for all his glory as humility and His humility as glory. "Today," Christ said on the night of His ultimate self-humiliation, "the Son of Man is glorified and God is glorified in Him." Humility is learned by contemplating Christ who said: "Learn from Me for I am meek and humble in heart." Finally, it is learned by measuring everything by Him, by referring everything to Him. For without Christ, true humility is impossible, while with the Pharisee, even religion becomes pride in human achievements, another form of pharisaic self-glorification.--Great Lent, 20.
The lenten season begins then by a quest, a prayer for humility which is the beginning of true repentance.