Highfield won four matches to qualify for the 2014 Australian Goldfields Open, but lost 5–2 to Xiao Guodong in the first round. He also made his debut at the International Championship where he was beaten 6–4 by Marco Fu in the first round.&lt;ref name="2014/15"&gt;&lt;/ref&gt; Highfield's first win at a ranking event of his career came at the UK Championship when he defeated Jamie Jones 6–3, before losing 6–4 to Mark Davis in the second round. He saw off Fu 5–2 to qualify for the German Masters and was 4–3 ahead of Xiao in the opening round, but lost 5–4 having led 47–0 and 50–0 in the last two frames. Highfield had his best run in a European Tour event this season at the Gdynia Open when he knocked out the likes of Stuart Bingham and Mark Selby to reach the last 16, where Mark Williams beat him 4–2. This helped Highfield finish 38th on the Order of Merit. Highfield's sixth and final appearance at a ranking event this year was the China Open and he lost 5–1 to Ryan Day in the first round.