Canada’s top men’s tennis players all fell on Thursday on the European grass-court circuit.

Montreal’s Félix Auger-Aliassime and Denis Shapovalov, of Richmond Hill, Ont., both lost in the Round of 16 at the Terra Wortmann Open in Halle, Germany. 

Auger-Aliassime served 12 aces but dropped a 6-3, 1-6, 6-3 decision to Karen Khachanov. Shapovalov fell in a tight three-set battle, 7-6 (2), 4-6, 7-6 (5), to Italy’s Flavio Cobolli despite eight aces and five break points.

Auger-Aliassime and Shapovalov were eliminated a second time later Thursday when they fell 6-2, 6-2 in their doubles semifinal against Italian second seeds Simone Bolelli and Andrea Vavassori.

In London at the HSBC Championships, Montreal’s Gabriel Diallo was beaten 6-4, 6-2 by Jiri Lehecka, who won 96 per cent of his first-serve points.

Diallo was coming off his first career win last week at the ATP 250 Libema Open.

This report by The Canadian Press was first published June 19, 2025.