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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 21 |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Win | 6-2, 6-3, 6-3 |
| Second Round | Emil Ruusuvuori | Win | 3-6, 6-1, 6-4, 6-4 |
| Third Round | Richard Gasquet | Win | 7-5, 2-6, 7-6 (9-7), 6-1 |
| Fourth Round | Rafael Nadal | Loss | 4-6, 2-6, 6-7 (6-8) |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Loss | 7-6 (8-6), 4-6, 6-7 (2-7) |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Paul Jubb | Win | 7-6 (7-5), 4-6, 6-1 |
| Second Round | Grigor Dimitrov | Win | 7-6 (7-5), 6-3 |
| Quarterfinals | Alejandro Davidovich Fokina | Win | 6-2, 6-4 |
| Semifinals | Matteo Berrettini | Loss | 4-6, 3-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss | 6-4, 2-6, 1-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 26 |
| Round | Opponent | W / L | Result |
| First Round | Pavel Kotov | Win | 6-3, 3-6, 6-3, 6-2 |
| Second Round | Fabio Fognini | Win | 6-4, 7-6 (7-2), 3-2 Retired |
| Third Round | Rafael Nadal | Loss | 3-6, 2-6, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Win | 6-4, 6-1 |
| Second Round | Casper Ruud | Loss | 7-6 (7-4), 2-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Win | 6-7 (6-8), 7-6 (7-1), 6-3 |
| Second Round | David Goffin | Loss | 4-6, 2-6 |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Win | 7-6 (7-3), 6-3 |
| Second Round | Egor Gerasimov | Win | 6-2, 6-3 |
| Quarterfinals | Casper Ruud | Win | 7-5, 6-1 |
| Semifinals | Miomir Kecmanovic | Win | 2-6, 7-6 (7-4), 6-4 |
| Final | Holger Rune | Loss | 4-3 Retired |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Loss | 5-7, 4-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 4 - Apr. 10 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 6-3, 3-6, 6-4 |
| Second Round | Vit Kopriva | Win | 6-2, 6-4 |
| Quarterfinals | Alex Molcan | Loss | 6-4, 3-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Loss | 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 6-4, 6-2 |
| Second Round | Felix Auger-Aliassime | Win | 7-6 (7-4), 6-7 (4-7), 6-3 |
| Third Round | Miomir Kecmanovic | Loss | 6-7 (3-7), 5-7 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 14 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Win | 6-2, 7-6 (7-5) |
| Second Round | Marin Cilic | Loss | 3-6, 5-7 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Win | 6-1, 6-2 |
| Second Round | Jiri Lehecka | Loss | 6-1, 4-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Win | 6-4, 6-3, 6-2 |
| Second Round | Richard Gasquet | Win | 4-6, 6-0, 4-0 Retired |
| Third Round | Daniil Medvedev | Loss | 4-6, 4-6, 2-6 |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 3-6, 6-7 (4-7) |
| Melbourne Summer Set 1 | ||
| Surface: Hard | Date: Jan. 4 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 6-4, 6-3 |
| Second Round | Mackenzie McDonald | Win | 6-2, 7-5 |
| Quarterfinals | Grigor Dimitrov | Loss | 7-6 (7-5), 0-6, 5-7 |
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