On August 26, 2020, Ben Chilwell signed a five-year contract and officially became a Blue. The English national team player moved to Chelsea from Leicester City, where he started his playing career.

Chiwell enjoys attacking from the left flank, contributing with assists and the sometimes goal. He is also skilled at the defensive end of the game. His ability to combine strength and stamina to move around the flank with superb technique and recover quickly in defensive transition makes him a modern defender in every way.

Chilwell has established himself as a player who can assist in all parts of the field as the full-back position has changed in recent years. His left-footedness gives the team balance, and his willingness to attack is made possible by his confidence in possession and quality with deliveries into the box or smart forward passes.