Contradiction with Mark 10:46
Matthew 20:29 says Jesus departed from Jericho, followed by a great multitude, while Mark 10:46 notes that Jesus came to Jericho with a large crowd, suggesting the opposite direction in the narrative.
Mark 10:46: And they came to Jericho: and as he went out of Jericho with his disciples and a great number of people, blind Bartimaeus, the son of Timaeus, sat by the highway side begging.