Valentin Vacherot upset Novak Djoković 6–3, 6–4 in the Shanghai Masters semi-final on hard court on 11 October 2025, claiming a significant victory against the pre-match favourite, who carried odds of 1.14 to Vacherot's 6.68. The French player's straight-sets victory represents a major upset, dismantling Djoković's bid for the title with a composed performance across both sets. Vacherot advances to the final, whilst Djoković's campaign at the Masters 1000 event ends in the penultimate round, marking a notable setback in his autumn schedule.