I am a long time fan of the works of Peter Kreeft and have particularly enjoyed his series of Platonic dialogue books. One of the first of these was Socrates Meets Jesus and followed a resurrected Socrates as he wandered a modern college campus trying to learn about who Jesus was. Socrates doesn’t actually meet Jesus in person. The good folks at the American Chesterton Society have turned Peter Kreeft’s book into a short play and made it available on youtube.
I would also recommend you check out Peter Kreeft’s other writings including his wonderful series of Socrates meets … books that has dialogues between Socrates and various famous figures in the history of Western thought.