Milos Raonic defeated Australian qualifier Nick Kyrgios 6-7, 6-2, 6-4, 7-6 (4) to join fellow Canadian Eugenie Bouchard in the semifinals at Wimbledon.
It's the first Grand Slam semifinal appearance for Raonic, who finished Kyrgios off with an ace after the Australian had saved three match points in the fourth-set tiebreaker.
Raonic, from Thornhill, Ont., will face Roger Federer in the semifinals. Federer advanced with a 3-6, 7-6 (5), 6-4, 6-4 win against fellow Swiss Stan Wawrinka.
The 144th-ranked Kyrgios, who upset Rafael Nadal in the fourth round on Tuesday, was attempting to become the first wild card to make the semifinals at a Grand Slam since Goran Ivanisevic at Wimbledon in 2001.
The last Canadian man to reach the Wimbledon semis was Robert Powell in 1908.
Earlier, Bouchard, form Westmound, Que., advanced to her third straight Grand Slam semifinal with a 6-3, 6-4 win over Angelique Kerber.
The 13th-seeded Bouchard also made the semfinals at the French Open last month and the Australian Open earlier this year.
She will face French Open finalist and third-seed Simona Halep after the Romanian crushed 2013 Wimbledon finalist Sabine Lisicki 6-4, 6-0 on Wednesday.
The win is expected to put the 20-year-old Bouchard into the WTA's top-10 for the first time in her career.
"I'm excited to be in the semis. But, of course, I'm never satisfied, so I definitely want to go a step further, or as far as I can," Bouchard said.
"I'm looking forward to try to play a little bit like I played today. I thought I was pretty solid out there and playing the right way on the grass. So that's going to be a key."
In other men's quarter-final action, defending champion Andy Murray was defeated in straight sets by Bulgaria's Grigor Dimitrov. Dimitrov next faces top seed Novak Djokovic, who reached the Wimbledon semifinals for the fifth consecutive year by coming back to beat 26th-seeded Marin Cilic of Croatia 6-1, 3-6, 6-7 (4), 6-2, 6-2.
Bouchard says she's ready to get beyond the final four.
"I'm excited to be in the semifinals against (her) but I want to go further for sure," said Bouchard.
In men's doubles, Vancouver's Vasek Pospisil and American Jack Sock reached the quarter-finals with a 7-6 (3), 7-6 (3), 6-4 win over Croatian Mate Pavic and Andre Sa of Brazil.