Wheeler started his career at Lewes in 2007–08, making his debut as a substitute against Brighton on 5 March 2008 in the Sussex Senior Cup semi-final and his first start in the Conference Premier 2008–09 season against Torquay United. He scored his first senior goal against Altrincham, scored 8 times the following season and 4 in his final season. The first full season was in the Conference Premier, the next two seasons in Conference South.
On 26 June 2011, due to travel commitments associated with his studies at Brunel University, Wheeler left Lewes and signed with Staines Town of the Conference South as it was the closest club to the campus. He made his Staines debut on 13 August, and scored his first goals for the club on the 29th, in a 2–1 home win against Boreham Wood. He finished the season with 9 goals, and was awarded both the Players Player and Club Player of the year awards. The following season, Wheeler scored a career-best 14 goals, which helped the club to avoid relegation, and repeated his achievements of the previous season by picking up both awards in the end of season honours. Wheeler was also captain of the team for the majority of his second season at the club.
On 2 August 2013, Wheeler signed a deal with Exeter City ofFootball League Two, after impressing on a trial. He made his professional debut a day later, in a 2–1 home win against Bristol Rovers. On 30 November 2013 Wheeler scored his first professional goal in a 2–2 draw against Bury. In the 2016/17 season, Wheeler played a pivotal role in helping Exeter City reach a League Two play-off final, by scoring 13 league goals and 20 goals in all competitions for City.
On 31 August 2017, Wheeler signed for Queens Park Rangers for an undisclosed fee on a three-year deal. Wheeler scored his first QPR goal in his first start for the club, opening the scoring in a 3–2 defeat to Middlesbrough. On 7 August 2018, Wheeler joined League One club Portsmouth on a season-long loan deal. He scored his first goal for Portsmouth in a 4-0 EFL Trophy win over Gillingham on 4 September 2018. QPR recalled Wheeler from his loan spell on 24 January 2019, he made a total of 18 appearances for Portsmouth in all competitions. The following day, Wheeler joined League Two club Milton Keynes Donson loan for the remainder of the 2018–19 season, reuniting with his former manager at Exeter City, Paul Tisdale.
Wycombe Wanderers
Wheeler signed for Wycombe Wanderers on 30 July 2019. It was a free transfer on a three-year deal.
