O'Reilly was part of the Aston Villa side which won the 2021 FA Youth Cup.[3] He signed his first professional contract with Aston Villa in March 2022.[4]
During the 2021-22 season he was called up to first-team training by manager Steven Gerrard,[5] and featured in friendly matches for the club.[6] That season, he was included in Villa match-day squads and named as a substitute for matches in the Premier League without making his debut.[7] He made his debut in the EFL Trophy against AFC Wimbledon in August 2022.[8] The following season he captained the Aston Villa side in the competition.[9]
On 1 February 2024, O'Reilly signed for Primera Federación club Real Unión, a sister club of Aston Villa managed by former Aston Villa U21 manager Iñigo Idiakez, on loan until the end of the season.[12] O'Reilly made his debut from the bench in a 0–0 draw against Lugo on 3 February.[13] O'Reilly's season was curtailed by injury, and he went onto make only 2 appearances at the Spanish club.
On 16 January 2025, O'Reilly was recalled from his loan at Shrewsbury after making 18 appearances in all competitions, and immediately loaned to League Two side Milton Keynes Dons.[16][17] O'Reilly made his Dons debut on 21 January 2025, scoring in a 2–1 defeat to Fleetwood Town.[18]
International career
Born in England, O'Reilly is of Irish descent. He was called up to a training camp for the Ireland U19s in August 2021.[19]
Style of play
A diminutive but skillful midfielder, he has been nicknamed "Philly" or "Fodes" by his Aston Villa academy youth teammates because of a perceived similarity to Phil Foden in his playing style. He has also been nicknamed "Tommi Wilshere", after Jack Wilshere, in his time at Villa.[20]