Denis Shapovalov saves two set points in the first-set tie-break before defeating Roberto Carballes Baena in straight sets in the second round in New York.

Denis Shapovalov defeats Argentine Federico Delbonis on Tuesday in New York.

Denis Shapovalov celebrates reaching his first Grand Slam semi-final after beating Karen Khachanov on Wednesday at Wimbledon.

Denis Shapovalov defeats Karen Khachanov to reach first Grand Slam semi-final on Wednesday at Wimbledon.

Denis Shapovalov reaches his second Grand Slam quarter-final with victory at Wimbledon on Monday.

Denis Shapovalov reaches his second Grand Slam quarter-final with victory at Wimbledon on Monday.

Denis Shapovalov defeats two-time champion Andy Murray to reach the fourth round at Wimbledon.

Denis Shapovalov will aim to reach the fourth round at Wimbledon for the first time when he faces two-time former champion Andy Murray.

Tenth seed Denis Shapovalov celebrates beating Philipp Kohlschreiber in five sets on Tuesday at Wimbledon.

Denis Shapovalov does not lose serve in a straight-sets victory against Aleksandar Vukic on Tuesday evening.

Denis Shapovalov rallies past Marco Cecchinato on Thursday in their first ATP Head2Head meeting.

Denis Shapovalov celebrates beating qualifier Kamil Majchrzak on Tuesday in Rome.

Denis Shapovalov defeats Dusan Lajovic to set a clash against Alexander Bublik in Madrid.

Denis Shapovalov wins 90 per cent of his first-serve points to beat Dusan Lajovic on Sunday in Madrid.

Denis Shapovalov beats Jeremy Chardy on Tuesday in Barcelona to take a 4-0 lead in their ATP Head2Head series.

Denis Shapovalov photographed by Radka Leitmeritz at the Miami Open presented by Itau.

Denis Shapovalov is competing in the Miami Open presented by Itau for the third time.

Denis Shapovalov is aiming to lift his maiden ATP 500 title.

Third seed Denis Shapovalov hits 26 winners past Jeremy Chardy on Thursday in Dubai.

Third seed Denis Shapovalov beats No. 13 seed Hubert Hukracz on Wednesday for a place in the Dubai quarter-finals.

Third seed Denis Shapovalov hits 26 winners to beat Jan-Lennard Struff in Dubai on Tuesday.

Fourth seed Denis Shapovalov beats fellow Canadian Vasek Pospisil on Wednesday in Doha.

Denis Shapovalov owns a 5-4 record at the Australian Open.

Denis Shapovalov, the No. 11 seed, sweeps past Bernard Tomic on Wednesday at the Australian Open.

Denis Shapovalov beats Jannik Sinner in an Australian Open first-round encounter that finished at 12:48am local time Tuesday morning.