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| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Marc-Andrea Huesler | Win | 4-6, 5-7, 7-6 (7-0), 6-3, 6-1 |
| Second Round | Jack Draper | Loss | 2-6, 4-6, 5-7 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thanasi Kokkinakis | Win | 7-6 (7-2), 3-6, 7-6 (7-1) |
| Second Round | Borna Coric | Win | 5-7, 6-3, 6-3 |
| Third Round | Stefanos Tsitsipas | Win | 6-3, 6-4 |
| Quarterfinals | Alexei Popyrin | Win | 6-1, 7-6 (10-8) |
| Semifinals | Carlos Alcaraz | Loss | 6-2, 6-7 (4-7), 3-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 6-3, 7-6 (7-2) |
| Second Round | Miomir Kecmanovic | Win | 5-7, 6-3, 6-0 |
| Third Round | Carlos Alcaraz | Loss | 6-3, 6-7 (2-7), 6-7 (3-7) |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Michael Mmoh | Loss | 3-6, 7-6 (7-4), 6-7 (4-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | |
| Second Round | Jan Choinski | Win | |
| Third Round | Lorenzo Musetti | Win | |
| Fourth Round | Novak Djokovic | Loss |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | |
| Second Round | Tallon Griekspoor | Loss |
| Boss Open | ||
| Surface: Grass | Date: Jun. 12 - Jun. 18 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yosuke Watanuki | Win | |
| Quarterfinals | Christopher O'Connell | Win | |
| Semifinals | Jan-Lennard Struff | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | |
| Second Round | Tallon Griekspoor | Win | |
| Third Round | Juan Pablo Varillas | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | J.J. Wolf | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Richard Gasquet | Win | |
| Third Round | Borna Coric | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | |
| Second Round | Jack Draper | Win | |
| Third Round | Jannik Sinner | Loss |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 3 - Apr. 9 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Bernabe Zapata Miralles | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Thanasi Kokkinakis | Win | |
| Third Round | Adrian Mannarino | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alexei Popyrin | Win | |
| Third Round | Tommy Paul | Loss |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 27 - Mar. 4 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Shevchenko | Win | |
| Second Round | Pavel Kotov | Win | |
| Quarterfinals | Novak Djokovic | Loss |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 20 - Feb. 26 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Leandro Riedi | Win | |
| Quarterfinals | Mikael Ymer | Win | |
| Semifinals | Alexander Bublik | Win | |
| Final | Benjamin Bonzi | Win |
| ABN Amro World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Win | |
| Second Round | Grigor Dimitrov | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | |
| Second Round | Lorenzo Sonego | Win | |
| Third Round | Denis Shapovalov | Win | |
| Fourth Round | Sebastian Korda | Loss |
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