Regarded as a promising young prospect, Chiesa is a talented, fast, skillful, and hardworking player, with good technique, a short stature, and a slender build. He usually plays as a left winger, a position which enables him to beat opponents with the ball, cut into the centre, and shoot on goal from outside the area with his stronger right foot, although he is also an accurate striker of the ball with his left foot; he is also capable of creating chances for teammates as well as scoring goals himself. He is also known for his defensive contribution off the ball, and has been deployed anywhere along the front line, as well as in several midfield positions, most frequently as either an attacking or central midfielder, although he has also been used as a main or second striker on occasion. Chiesa is the son of Enrico Chiesa, a former professional footballer who played for the likes of Cremonese, Sampdoria, Parma, Fiorentina, Lazio and Siena, and represented the Italian national team. He enrolled at the International School of Florence, where he frequently took lessons in learning English. Chiesa also spent two years at university, studying Sports Science.