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| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: 29 |
| Round | Opponent | W / L | Result |
| First Round | Arthur Fils | Win | 6-1, 4-6, 6-3, 6-3 |
| Second Round | Luca Van Assche | Win | 6-4, 6-3, 7-6 (8-6) |
| Third Round | Novak Djokovic | Loss | 6-7 (4-7), 6-7 (5-7), 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: 27 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guido Pella | Win | 6-0, 7-6 (7-4) |
| Third Round | Andrey Rublev | Loss | 6-7 (8-10), 3-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: 29 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Albert Ramos-Vinolas | Win | 6-3, 6-4 |
| Third Round | Holger Rune | Win | 7-6 (7-1), 5-7, 7-6 (7-5) |
| Fourth Round | Borna Coric | Loss | 7-6 (7-5), 3-6, 6-7 (5-7) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tomas Martin Etcheverry | Win | 6-3, 6-3 |
| Third Round | Emil Ruusuvuori | Win | 6-4, 7-5 |
| Quarterfinals | Carlos Alcaraz | Loss | 6-7 (5-7), 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 2-6, 2-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 3 - Apr. 9 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Luca Van Assche | Win | 6-3, 7-5 |
| Quarterfinals | Marco Cecchinato | Loss | 5-7, 6-7 (5-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: 20 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brandon Nakashima | Win | 6-4, 7-6 (7-5) |
| Third Round | Tommy Paul | Loss | 3-6, 5-7 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yibing Wu | Win | 6-4, 6-1 |
| Third Round | Karen Khachanov | Win | 6-3, 1-6, 6-4 |
| Fourth Round | Cristian Garin | Win | 6-3, 6-4 |
| Quarterfinals | Daniil Medvedev | Loss | 3-6, 5-7 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 27 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 6-2, 6-0 |
| Second Round | Andrey Rublev | Loss | 6-1, 6-7 (6-8), 6-7 (3-7) |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 20 - Feb. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Constant Lestienne | Win | 6-4, 6-3 |
| Second Round | SoonWoo Kwon | Win | 6-3, 6-2 |
| Quarterfinals | Felix Auger-Aliassime | Loss | 4-6, 6-7 (5-7) |
| ABN Amro World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 6-4, 2-6, 2-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 6 - Feb. 12 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Win | |
| Second Round | Quentin Halys | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | |
| Second Round | Tommy Paul | Loss |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 9 - Jan. 14 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Win | |
| Second Round | John Millman | Win | |
| Quarterfinals | Roberto Bautista Agut | Loss |
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