Luke 19:41

Luke continued to describe Jesus as approaching Jerusalem, His city of destiny. Jesus saw the city in the light of its rejection of His gracious offer of salvation. He foresaw it visited in judgment later since it had rejected His peaceful visit. This is the only place in the Gospels beside John 11:35 where we read that Jesus wept (wailed). His compassion is something Luke pointed out frequently. The fate of sinners who reject God’s grace broke Jesus’ heart. Jeremiah also wept over the fate of Jerusalem (Jeremiah 8:18-22; Jeremiah 15:5; Lam.; cf. 2 Kings 8:11-12).