Trump began the 2018–19 season fifth in the world rankings. His defence of the European Masters ended with a surprise 2–4 defeat against Tian Pengfei in the second round. He won his first ranking title of the season at the Northern Ireland Open, beating Ronnie O'Sullivan 9–7 in the final. At the UK Championship, he suffered a 4–6 fourth round loss to Joe Perry. He then reached the semi-finals of the Scottish Open, but was defeated 3–6 by Shaun Murphy. In January, Trump won his first Masters title, beating Kyren Wilson, Mark Selby and Neil Robertson en route to the final, where his opponent was Ronnie O'Sullivan. Trump dominated the match, taking a 7–1 lead, and eventually won it 10–4. A month later, he won his second ranking event of the season, the World Grand Prix, beating Ali Carter 10–6 in the final.