Falkingham grew up in Rothwell just outside Leeds[5] and played at youth level for Leeds United from the age of eight.[6] He featured in their various youth teams for eleven years, however was unable to break through to the first team and was released from the club in 2010.[7]
On 19 March 2010, Falkingham signed for Scottish Premier League side St Johnstone,[8][9] on a short-term deal.[10] On 5 May 2010, he made his debut for the club, coming on as a 28th-minute substitute replacing Murray Davidson in a 0–0 draw with Falkirk.[11] After only one appearance,[12] Falkingham was released by the club at the end of the season.[13]
Falkingham signed a contract extension to extend his stay at the club for another season.[19] He held his place in the team and scored a further eight goals,[20] with the team finishing second in the league,[21] losing out on promotion in the play-offs.[22] He was subsequently named in the PFA Scotland's Division Two Team of the Year.[23] In all Falkingham made 70 league appearances, scoring 17 times for Arbroath.[24]
On 8 June 2012,[25] Falkingham signed for Scottish First Division side Dunfermline Athletic on a three-year deal.[25] An undisclosed development fee was paid to Arbroath as compensation due to his age.[26] He made his debut on 28 July 2012, in a 3–2 defeat to Forfar Athletic in the Challenge Cup.[27] On 11 August 2012, he made his league debut in a 4–0 win over Cowdenbeath, scoring the last goal.[28] In September 2013 he scored a stunning goal against Ayr United in which the game ended 5–1.[citation needed]
On 20 February 2014, Falkingham signed a contract extension until 31 May 2016.[29] After achieving promotion to the second tier of Scottish football, Falkingham was released by Dunfermline at the end of the 2015–16 season.[30]
In May 2017 Falkingham signed for Harrogate Town, winning the National League playoffs in 2019/20 and FA Trophy 2019/20, with Falkingham scoring the winning goal for the club first ever FA Trophy title. (the game was played on 3 May 2021 though due to COVID-19 pandemic)
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