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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | John Isner | Loss | 6-7 (5-7), 7-6 (7-5), 2-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Win | 6-3, 6-7 (4-7), 6-2 |
| Third Round | Albert Ramos-Vinolas | Win | 6-7 (6-8), 6-2, 7-6 (7-3) |
| Quarterfinals | Nick Kyrgios | Win | 7-6 (7-4), 6-7 (5-7), 6-1 |
| Semifinals | Casper Ruud | Win | 5-7, 6-3, 6-2 |
| Final | Pablo Carreno Busta | Loss | 6-3, 3-6, 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Loss | 4-6, 6-7 (3-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss | 6-7 (4-7), 4-6, 7-5, 6-2, 6-7 (8-10) |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Maxime Cressy | Win | 6-4, 4-6, 6-4 |
| Second Round | Ugo Humbert | Win | 7-6 (7-5), 6-3 |
| Quarterfinals | Felix Auger-Aliassime | Win | 7-6 (7-2), 7-6 (7-4) |
| Semifinals | Nick Kyrgios | Win | 4-6, 7-6 (7-2), 7-6 (7-4) |
| Final | Daniil Medvedev | Win | 6-1, 6-4 |
| BOSS OPEN | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marton Fucsovics | Loss | 5-7, 7-6 (9-7), 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Giulio Zeppieri | Win | 7-5, 6-2, 7-5 |
| Second Round | Marco Cecchinato | Win | 6-1, 6-4, 6-2 |
| Third Round | David Goffin | Win | 7-5, 6-2, 6-1 |
| Fourth Round | Casper Ruud | Loss | 2-6, 3-6, 6-3, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Loss | 6-7 (8-10), 6-7 (2-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 7-5, 6-7 (11-13), 6-3 |
| Second Round | Alejandro Davidovich Fokina | Win | 6-4, 4-6, 7-6 (7-5) |
| Third Round | Dusan Lajovic | Win | 7-5, 6-3 |
| Quarterfinals | Novak Djokovic | Loss | 3-6, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 7-5, 6-4 |
| Second Round | Pedro Martinez | Win | 6-3, 4-6, 6-4 |
| Third Round | Albert Ramos-Vinolas | Win | 7-6 (7-2), 6-2 |
| Quarterfinals | Grigor Dimitrov | Loss | 4-6, 6-3, 6-7 (2-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Arthur Rinderknech | Win | 7-6 (7-5), 6-2 |
| Third Round | Aslan Karatsev | Win | 7-5, 4-6, 6-3 |
| Fourth Round | Lloyd Harris | Win | 7-6 (7-3), 6-2 |
| Quarterfinals | Daniil Medvedev | Win | 7-6 (9-7), 6-3 |
| Semifinals | Carlos Alcaraz | Loss | 6-7 (5-7), 6-7 (2-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Oscar Otte | Win | 6-3, 3-6, 6-3 |
| Third Round | Steve Johnson | Win | 7-6 (9-7), 6-3 |
| Fourth Round | Andrey Rublev | Loss | 6-7 (5-7), 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 6-3, 6-1 |
| Second Round | Alex Molcan | Win | 6-3, 6-2 |
| Quarterfinals | Jannik Sinner | Win | 6-3, 6-3 |
| Semifinals | Andrey Rublev | Loss | 6-3, 5-7, 6-7 (5-7) |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Jo-Wilfried Tsonga | Win | 6-4, 7-6 (9-7) |
| Second Round | Lorenzo Musetti | Loss | 3-6, 7-5, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Egor Gerasimov | Win | 6-2, 7-6 (7-3), 6-7 (5-7), 6-3 |
| Second Round | Adrian Mannarino | Loss | 4-6, 2-6, 3-6 |
