Jesus has always departed from Mount Olive and his beloved Bethany is at the foot of the Mount of Olives.
Matthew 21:1 (Departure):
As they approached Jerusalem and came to Bethphage on the Mount of Olives, Jesus sent two disciples, 2 saying to them, “Go to the village ahead of you, and at once you will find a donkey tied there, with her colt by her. Untie them and bring them to me.
Jesus was prepared for the admission of victory.
Luke 19:37-42 (Victory):
37 When he came near the place where the road goes down the Mount of Olives, the whole crowd of disciples began joyfully to praise God in loud voices for all the miracles they had seen:
38 “Blessed is the king who comes in the name of the Lord!”[a]
“Peace in heaven and glory in the highest!”
39 Some of the Pharisees in the crowd said to Jesus, “Teacher, rebuke your disciples!”
40 “I tell you,” he replied, “if they keep quiet, the stones will cry out.”
41 As he approached Jerusalem and saw the city, he wept over it 42 and said, “If you, even you, had only known on this day what would bring you peace—but now it is hidden from your eyes.
Jesus lamented for Jerusalem on Mount Olive
Luke 22, Verse 39-40 (Prayed):
39 Jesus went out as usual to the Mount of Olives, and his disciples followed him.
40 On reaching the place, he said to them, “Pray that you will not fall into temptation.”
Before the cross, I prayed in Gethsemane on Mount Olive.
30 When they had sung a hymn, they went out to the Mount of Olives.
31 Then Jesus told them, “This very night you will all fall away on account of me, for it is written:
“‘I will strike the shepherd, and the sheep of the flock will be scattered.’
32 But after I have risen, I will go ahead of you into Galilee.”
Jesus Christ ascended from Mount Olive
Mark 14:26, 32 (Prayed):
26 When they had sung a hymn, they went out to the Mount of Olives.
32 They went to a place called Gethsemane, and Jesus said to his disciples, “Sit here while I pray.”
Jesus Christ will return to Mount Olive
6 Then they gathered around him and asked him, “Lord, are you at this time going to restore the kingdom to Israel?”
7 He said to them: “It is not for you to know the times or dates the Father has set by his own authority.
8 But you will receive power when the Holy Spirit comes on you; and you will be my witnesses in Jerusalem, and in all Judea and Samaria, and to the ends of the earth.”
9 After he said this, he was taken up before their very eyes, and a cloud hid him from their sight.
10 They were looking intently up into the sky as he was going, when suddenly two men dressed in white stood beside them.
11 “Men of Galilee,” they said, “why do you stand here looking into the sky? This same Jesus, who has been taken from you into heaven, will come back in the same way you have seen him go into heaven.”
12 Then the apostles returned to Jerusalem from the hill called the Mount of Olives, a Sabbath day’s walk from the city.