Chapman challenged for the Real Tennis World Championship on three occasions, reaching the Final Eliminator in 2020.

After just five months playing the sport, he competed at his first Australian Open in January 2008, winning his first competitive match against Patrick Winthrop in 5 sets, but losing in the quarter final to World Champion Robert Fahey.

Over the next two years, Chapman developed his game on the Australian circuit, reaching the finals of the Victorian and Tasmanian Opens.

In 2012 and 2013, Chapman saw the most success on the doubles court regularly reaching six Open semifinals, three of them partnering Ben Taylor-Matthews.

In 2013, Chapman reached the final of the Middlesex University British Challenge against Ricardo Smith, a competition devised to give more players experience at the best of 13 set format.

[3] Chapman returned to competition and the 2014 French Open, playing a very tight first round match against Robert Fahey.

[4] He and Virgona reached the final of the 2016 US Open, losing to world champions Tim Chisholm and Camden Riviere.

Chapman won the bid to host the eliminator at his home club of the Royal Tennis Court.

In the First Round Eliminator, he drew Ben Taylor-Matthews, winning the bid to host the event in Melbourne.

Riviere won the bid for hosting rights, with the match being held at the Tennis and Racquet Club in Boston in a best of 13 set format.

Chapman played his last international tournament at the 2023 US Professional Singles, where he lost in the first round to Robert Shenkman in five sets.