American rising star Alex Michelsen has reached a career milestone by advancing to his first-ever Masters 1000 quarter-final. The 20-year-old will face Russia’s Karen Khachanov in the final eight of the 2025 Canadian Open, held this year on the outdoor hard courts of Toronto.
Seeded 26th, Michelsen has exceeded expectations with a standout run — including a signature win over a top-three seed. Now, with a spot in the semi-finals on the line, he’ll aim to repeat history against Khachanov, a player he’s already beaten once this season.
Michelsen Making His Mark in Breakthrough Run
Prior to this week, Michelsen had never progressed beyond the third round at a Masters-level tournament. However, he’s found rhythm and confidence in Toronto. His most impressive performance came in the third round, where he stunned third seed Lorenzo Musetti in a three-set battle.
He followed that up with a more routine win over unseeded American Learner Tien, advancing in straight sets. With this strong showing, Michelsen has risen to No. 33 in the live ATP rankings — and a win in the quarters would see him climb to 28th.
Interestingly, Michelsen already holds a win over Khachanov from their only prior meeting, which came earlier this year at the Australian Open. The young American appears poised to take another step forward as he builds on an already promising 2025 campaign.
Should he advance, he’ll face either defending champion Alexei Popyrin or world No. 4 Alexander Zverev in the semi-finals — a matchup that would further elevate his profile on the ATP Tour.
Khachanov Finds Form, But Consistency Still in Question
Karen Khachanov, seeded 11th, is enjoying his best stretch of the season on hard courts after a rocky year marked by inconsistency. Before arriving in Toronto, the 29-year-old hadn’t reached the fourth round in any hard-court event this year.
That changed with a gritty three-set victory over American qualifier Emilio Nava in round three. Khachanov followed that with a straight-sets win over eighth-seeded Casper Ruud, showcasing more of the powerful baseline game that took him to the Doha title last year.
Now up to 14th in the live rankings, Khachanov enters the quarter-final as a slight favorite, though bookmakers give Michelsen a strong chance in what is expected to be a tightly contested affair.
Betting Odds and Prediction: Back Michelsen to Stay Competitive
Match Odds (as of August 5, 2025):
- Alex Michelsen: 2.85 odds (47.27% implied probability) – Tonybet
- Karen Khachanov: 1.47 odds (52.73% implied probability) – Vbet
Despite Khachanov’s edge in experience, betting markets suggest a close contest. The prediction here leans toward Michelsen winning at least 11.5 games, a bet supported by recent match data and head-to-head history.
Why This Bet Makes Sense:
- Michelsen has cleared the 11.5 games mark in five of his last seven best-of-three matches.
- He won over 11.5 games in his lone previous match against Khachanov.
- Khachanov has conceded more than 11.5 games in five of his last eight matches on hard courts.
- Michelsen frequently plays tight sets — in five of his last seven matches, at least one set went to a tie-break or ended 7–5.
These trends indicate a close encounter, likely to include long sets or even a deciding set — both of which increase the likelihood of surpassing the 11.5-game threshold.
Prediction
Michelsen’s emergence at this year’s Canadian Open marks a breakthrough moment in his young career. He’s already shown he can compete with top-tier opponents and has the confidence of a recent win over Khachanov.
While the Russian brings more big-stage experience, his patchy form leaves the door open for Michelsen to apply pressure. Even if the American doesn’t walk away with a win, he is expected to make it a competitive showdown.
Prediction: Alex Michelsen to win over 11.5 games