Charles Ellicott Commentary Matthew 20:29

"And as they went out from Jericho, a great multitude followed him." — Matthew 20:29 (ASV)

As they departed from Jericho — Looking back to Matthew 19:1, which speaks of our Lord having departed “beyond Jordan,” we may believe that He crossed the river with His disciples at the ford near Jericho (Joshua 2:7).

On this assumption, the imagery of Matthew 20:22 may have been partly suggested by the location. The river recalled the memory of His first baptism by water, which in turn led to the thought of the more awful baptism of agony and blood.