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| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-3, 6-1, 6-0 |
| Second Round | Alex Molcan | Win | 6-2, 6-3, 7-6 (7-4) |
| Third Round | Aljaz Bedene | Win | 6-3, 6-3, 6-2 |
| Fourth Round | Diego Schwartzman | Win | 6-1, 6-3, 6-3 |
| Quarterfinals | Rafael Nadal | Loss | 2-6, 6-4, 2-6, 6-7 (4-7) |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aslan Karatsev | Win | 6-3, 6-2 |
| Third Round | Stan Wawrinka | Win | 6-2, 6-2 |
| Quarterfinals | Felix Auger-Aliassime | Win | 7-5, 7-6 (7-1) |
| Semifinals | Casper Ruud | Win | 6-4, 6-3 |
| Final | Stefanos Tsitsipas | Win | 6-0, 7-6 (7-5) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gael Monfils | Win | 6-3, 6-2 |
| Third Round | Andy Murray | Win | Retired |
| Quarterfinals | Hubert Hurkacz | Win | 6-3, 6-4 |
| Semifinals | Carlos Alcaraz | Loss | 7-6 (7-5), 5-7, 6-7 (5-7) |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Laslo Djere | Win | 2-6, 7-6 (8-6), 7-6 (7-4) |
| Quarterfinals | Miomir Kecmanovic | Win | 4-6, 6-3, 6-3 |
| Semifinals | Karen Khachanov | Win | 4-6, 6-1, 6-2 |
| Final | Andrey Rublev | Loss | 2-6, 7-6 (7-4), 0-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alejandro Davidovich Fokina | Loss | 3-6, 7-6 (7-5), 1-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | 6-3, 6-3 |
| Second Round | Karen Khachanov | Win | 6-3, 7-6 (7-2) |
| Quarterfinals | Jiri Vesely | Loss | 4-6, 6-7 (4-7) |
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