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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 7-6 (7-5), 4-6, 2-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 6-7 (4-7), 7-5, 3-6 |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 17 - Jul. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | 2-6, 6-4, 6-2 |
| Second Round | Andrey Rublev | Win | 6-4, 6-2 |
| Quarterfinals | Aslan Karatsev | Win | 6-3, 4-6, 7-6 (7-4) |
| Semifinals | Lorenzo Musetti | Loss | 3-6, 6-7 (3-7) |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 11 - Jul. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Sousa | Win | 6-4, 6-3 |
| Second Round | Casper Ruud | Win | 6-4, 3-6, 7-5 |
| Quarterfinals | Aslan Karatsev | Win | 7-5, 6-1 |
| Semifinals | Pablo Carreno Busta | Win | 6-3, 6-2 |
| Final | Sebastian Baez | Win | 7-6 (7-4), 6-2 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Rafael Nadal | Loss | 4-6, 3-6, 6-3, 4-6 |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 6-4, 6-7 (2-7), 4-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 6-3, 6-2 |
| Second Round | Ryan Peniston | Loss | 0-6, 6-4, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Loss | 6-7 (3-7), 4-6, 4-6 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 6-2, 3-6, 6-3 |
| Second Round | Cameron Norrie | Loss | 4-6, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Isner | Loss | 4-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tallon Griekspoor | Win | 7-5, 4-6, 6-3 |
| Second Round | Reilly Opelka | Win | 6-1, 3-1 Retired |
| Third Round | Gael Monfils | Win | 6-2, 6-3 |
| Fourth Round | Frances Tiafoe | Win | 6-7 (2-7), 7-6 (7-3), 6-2 |
| Quarterfinals | Jannik Sinner | Win | 4-1 Retired |
| Semifinals | Casper Ruud | Loss | 4-6, 1-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 14 - Feb. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-3, 4-6, 6-2 |
| Second Round | Roberto Carballes Baena | Win | 6-3, 6-2 |
| Quarterfinals | Miomir Kecmanovic | Win | 5-7, 6-2, 6-4 |
| Semifinals | Diego Schwartzman | Loss | 6-7 (4-7), 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Facundo Bagnis | Win | 7-5, 6-2 |
| Second Round | Miomir Kecmanovic | Win | 6-3, 3-6, 6-2 |
| Quarterfinals | Diego Schwartzman | Loss | 6-3, 2-6, 5-7 |
| Cordoba Open | ||
| Surface: Red Clay | Date: Jan. 31 - Feb. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Tabilo | Loss | 4-6, 1-6 |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gianluca Mager | Loss | 4-6, 6-3, 4-6 |
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