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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 19 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 6-1, 6-3, 7-5 |
| Second Round | Jack Draper |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Cristian Garin | Win | 6-3, 6-3 |
| Second Round | Lorenzo Sonego | Win | 7-6 (7-3), 6-2 |
| Quarterfinals | Tommy Paul | Win | 6-2, 4-6, 6-4 |
| Semifinals | Taylor Fritz | Loss | 1-6, 7-6 (7-5), 3-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Win | 6-4, 6-4 |
| Second Round | Alejandro Davidovich Fokina | Loss | 6-4, 4-6, 5-7 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Adrian Mannarino | Loss | 2-6, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 19 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Loss | 6-4, 2-6, 3-6, 6-0, 6-7 (4-10) |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ugo Humbert | Win | 1-6, 6-3, 6-2 |
| Quarterfinals | Yosuke Watanuki | Win | 6-4, 0-0 Retired |
| Semifinals | Alex Molcan | Loss | 6-7 (2-7), 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-4, 6-1 |
| Second Round | Tommy Paul | Win | 7-5, 6-4 |
| Third Round | Alexander Zverev | Loss | 3-6, 6-7 (5-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 7-6 (7-2), 1-6, 6-3 |
| Second Round | Jannik Sinner | Loss | 4-6, 1-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ugo Humbert | Win | 6-3, 4-6, 6-3 |
| Third Round | Lloyd Harris | Win | 6-0, 0-0 Retired |
| Quarterfinals | Cameron Norrie | Win | 6-3, 5-7, 6-1 |
| Semifinals | Carlos Alcaraz | Loss | 7-6 (7-4), 6-7 (4-7), 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Win | 6-3, 6-4 |
| Second Round | Andrey Rublev | Loss | 6-2, 1-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jordan Thompson | Win | 6-2, 6-3 |
| Third Round | Stefanos Tsitsipas | Loss | 4-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 29 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | John Millman | Win | 7-6 (7-4), 6-3 |
| Third Round | Tommy Paul | Win | 7-6 (7-2), 6-4 |
| Fourth Round | Taylor Fritz | Loss | 6-3, 4-6, 6-7 (5-7) |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 3-6, 7-6 (7-1), 5-7 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | 6-0, 6-3 |
| Second Round | Mackenzie McDonald | Win | 7-6 (8-6), 1-6, 6-4 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 4-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | 3-6, 6-3, 6-0, 6-3 |
| Second Round | Kamil Majchrzak | Win | 6-4, 6-4, 6-2 |
| Third Round | Pablo Andujar | Win | 6-4, 6-4, 6-2 |
| Fourth Round | Jannik Sinner | Loss | 6-7 (3-7), 3-6, 4-6 |
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