No, Lord Krishna and Lord Hanuman never met each other according to the original Vyas's Mahabharata.
But Arjun got the divine chariot from Lord Varuna whose flag had the picture of Lord Hanuman, not any large ape.
Bheem met Hanuman during their vanvaas and even Arjun met Hanuman but lord Krishna and Hanuman met each other ,though not stated in original Mahabharata, when Lord Krishna had requested Hanuman to break the ego of the following -----
Satyabhma who was proud of her beauty
Garudu who considered Himself the fastest vahn/vehicle
Bheem and Balram who thought that they were the strongest men on Earth
Arjun who considered himself greatest archer.
So, Hanuman and Krishna met each other when the greatest devotee of Lord Rama was breaking the ego of Garuda and Balrama.
Both knew that the other exists on Earth.