According to Chelsea's scouts, O'Reilly has impressed them with his ability to play in different positions and his potential for growth. When O'Reilly was part of Manchester City's youth team, he played as an attacking midfielder. However, when he joined the first team last season, he was mostly used as a left-back by Pep Guardiola.

O'Reilly signed a new contract with Manchester City last season. However, he is believed to be looking for more consistent playing time and may need to leave the club to achieve this goal.