1) Jesus was the Messiah, the fulfillment of Old Testament prophecies. He frequently made reference to himself as the suffering servant foretold in the Book of Isaiah (Matthew 8:17 & Isaiah 53:4; Luke 2:30 & Isaiah 52:10; Luke 22:37 & Isaiah 53:12). The Messiah of the Old Testament was, however, promised by God that he would not be killed (Psalms 34:19, Isaiah 53:10). How was it, therefore, that the Jews had succeeded in killing the Messiah if Jesus died on the cross?
The Old Testament always said that the messiah would be made to suffer, you know all the stuff about as a lamb being led to the slaughter?
2) If Jesus knew that he was to die on the cross, why did he spend all night praying in the Garden of Gethsemane seeking deliverance: Father if it is possible may this cup be taken from me? (Matthew 26:39)
He was still a human being, even with divine power. Would you have wanted to die? This was just an if you have another way please don't make me do this thing.
3) If Jesus's prayer in the Garden of Gethsemane was not to be heard, why was it something that he wanted the disciples to witness? If the prayer was not to be heard, what useful purpose does this story serve?
What makes you think it was something not to be heard?
4) Why should Matthew, Mark and Luke all report (Matthew 26:39, Mark 14:36, Luke 22:42) that Jesus asked for the cup of suffering to be passed if possible yet John (John 18:11) reports that Jesus hastened for the crucifixion saying shall I not drink the cup the Father hath given me?
The stuff Matthew Mark and Luke recorded was right before the crucifixion. In John it was in reference to the disciples trying to start a battle and he had just finished praying asking God to remove this cup if it was his will and he had been filled with spirit.
5) Why did Pontius Pilate just simply ignore his wife's plea to have nothing to do with Jesus on account of her bad dream? (Matthew 27:19) If the very mission of Jesus was to suffer death, why should God Almighty show a dream to Pilate's wife which would cause her to try and persuade her husband to release Jesus? Would not that appear to counter God's own plan?
In old times thinking everything in a dream was related to God. He didn't disagree and ignore her, he thought washing his hands would rid him of any guilt.
6) If Jesus knew all along that he was destined to be crucified to death (indeed if that was his purpose in life), why did he exclaim on the cross Eli, Eli Lama Sabachthani meaning my God my God why hast thou forsaken me? (Matthew 27:46)
Again, he was human and when Jesus died he took on all of our sins, so since the nature of God cannot be around sin for the first time Jesus really was alone.
7) How could an onlooker tell the difference between a man on the cross who had died and a man who had fainted (Mark 15:39) particularly when it is reported that it was dark at that time? (Mark 15:33, Matthew 27:45, Luke 23:44)
You can tell something when a person goes completely limp and when they die. It was the way they cried out. Don't forget they pierced his side.
8) If Jesus was dead when he was removed from the cross, why did his body release blood and water, since blood does not flow at all from a dead body? (John 19:34)
They pierced his heart. He had only been dead a short time and there is a sac around the heart that carries water when a person dies, that is why there was blood and water.
9) Why did Jesus die before the other two who were crucified with him even though the legs of the other two were broken to hasten death? (John 19:32)
Difference in physiology, plus there is an Old Testament prophecy saying that no bones in the Messiah's body would be broken.
10) It is reported that dead saints came out of their graves and made themselves known to many (Matthew 27:52). When the Jews saw this, why did they not immediately profess faith in Jesus? Where did these saints go? Who did they see? Why is there no account of this story elsewhere other than in Matthew's Gospel?
They didn't believe in Jesus with all of his other miracles. This was for the same reason. Matthew probably didn't have access to every risen person to ask them what all they did with their new life.
11) If the above story of saints rising from the dead is not based on an actual historical event, what other statements there in the Gospels which are not baon actual historical facts?
The bible is completely true, just because something is only mentioned in the bible doesn't mean it's not true. Same could be said about the Koran.
12) Jesus said that the killing of prophets ended with the killing of Zacharias (Matthew 23:35-36). How was it, therefore, that the Jews had succeeded in killing another prophet?
Jesus was the other prophet.
13) Crucifixion was meant to be an accursed death (Deuteronomy 21:23). If Jesus was crucified, did that mean he also suffered an accursed death?
Since Jesus took on the sins of the world in a way he was accursed.
14) Why was it that a Roman soldier was so readily prepared to allow Joseph (a subjected citizen) to take down Jesus's body from the cross without checking and without Joseph having any apparent lawful authority?
Could have been because he came with Nicodemus who was a Pharisee and had authority.
15) Crucifixion was a slow death. It usually lasted several days. Death followed from exhaustion, inability to respire property as a result of being in an upright position or attacks by wild animals. Why did Jesus, who was a fit and healthy man used to walking the countryside for long distances, die so quickly in only a matter of a few hours?
In Isaiah it says that there was nothing to look at upon Jesus and was probably a short man, maybe even a hunchback. Everyone walked everywhere then but not everyone was healthy.
16) If Jesus really was expected to die in such a short time, why did Pilate express surprise at Jesus's death? (Mark 15:42-44)
Because it usually took longer.
17) When Mary Magdalene and Mary the Mother of Jesus saw him, he was wearing gardener's clothing (John 20:15). Where did Jesus get these clothes from? His own clothes had been taken by the soldiers who had divided them drawing lots (John 19:23). It was not through Joseph of Arimathea or Nicodemus because they are only reported of having taken in herbs, aloes and a linen shroud (John 19:39, 40). What was the significance of Jesus wearing gardener's clothing (as opposed to normal clothing)? Was it meant to be a disguise? If so, for what purpose?
He was raised from the dead, you don't think God could have sent him some clothes?
18) If Jesus could conquer death and rise from the dead, why did he fear seeing the Jews afterthe crucifixion? particularly as death had no more power over him? (Romans 6:9)
They didn't believe his other miracles. His job was done.
19) Why did Jesus disguise himself afterthe resurrection and appear only to the disciples and not to the jews for he was sent to them ? Surely, this was the great manifestation of his power and the fulfillment of the purpose of his creation. What was the purpose in keeping it all a secret now?
Same as 18.
20) If Jesus was the risen Christ, why did he meet his disciples behind closed doors and not in the open as he used to? (John 20:19)
Same as 18 and 19.