Hamilton Academical Shortly after winning the Elite Youth League, Reilly signed his first professional contract with
Hamilton Academical at the age of 16, penning a two-year deal. Reilly would make seven appearances while with the
Diamonds before returning to his parent club in January 2020. Reilly left Hamilton Accies at the end of his contract in the summer of 2020.
Partick Thistle On 1 October 2020, following a successful trial period, Reilly signed a one-year deal with
Scottish League One club
Partick Thistle. Reilly would make three appearances in total for the
Jags that season, and was a part of the squad which won the Scottish League One in the
2020–21 season. Reilly left the club upon the expiry of his contract in the summer of 2021.
Albion Rovers In the summer of 2021, Reilly joined
Scottish League Two club
Albion Rovers on a one-year deal. After making his debut for the
Wee Rovers in a
Scottish League Cup draw at home to
Ayr United, Reilly scored his first goal for the club and his first senior goal in the same competition away to his former club,
Hamilton Accies. He would tally 36 appearances and 7 goals in his first season at
Cliftonhill, following a shift from his
box-to-box midfielder role to further out wide as a
winger. At the end of the season, Reilly signed another one-year deal with Rovers to stay the following season. and in January 2023. Despite immense speculation over his future in January including having supposedly signed a pre-contract agreement with
Dundee, Reilly remained with Rovers, with manager
Brian Reid saying it would take "something exceptional" to encourage the relegation-threatened side to sell. The success of Reilly's season was such that he was nominated for the
PFA Scotland Young Player of the Year award, alongside
Celtic players
Liel Abada and
Matt O'Riley, and
Rangers player
Malik Tillman. Reilly would also be nominated for and win
PFA Scotland's League Two Player of the Year award.
Dundee On 8 June 2023, after having trained full-time with the club during his prior season with Albion Rovers, Reilly officially signed for
Scottish Premiership club
Dundee on a two-year deal. After spending time out with injury, Reilly made his debut off the bench on 2 September in a league game away to
St Johnstone.
Arbroath (loan) On 23 February 2024, After impressing in short stints for Dundee and fighting intermittent injury issues, Reilly joined
Scottish Championship club
Arbroath on loan until the end of the season to get regular playing time. He made his debut for the
Red Lichties the following day off the bench in a league draw against
Inverness Caledonian Thistle.
Inverness Caledonian Thistle (loan) On 1 October, after recovering from injuries through the summer and early in the season, Reilly joined
Scottish League One club
Inverness Caledonian Thistle on loan until January 2025. Reilly made his debut on 5 October in a league game away to his former loan club
Arbroath. Shortly after, Reilly picked up another hamstring injury which kept him out for the rest of 2024, and in January 2025 he returned to Dundee after recovering.
Return to Dundee Reilly returned to the pitch for Dundee on 26 February 2025, notching an assist in an away league defeat to
Motherwell. On 12 June 2025, Reilly agreed a new one-year deal with Dundee for the
2025–26 season. Any hopes of avoiding more injury woes were dashed 15 minutes into the first friendly of the season, when a foul and awkward fall led to Reilly breaking his
collarbone, which required an operation that would keep him out for 6 to 12 weeks. He again returned to the pitch on 20 September as a substitute in a home league win over
Livingston, winning the game-sealing penalty. On 30 December, Reilly finally made his first start for Dundee and scored his first goal for the club in a home win over
Kilmarnock. == Career statistics ==