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| Gonet Geneva Open | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Benoit Paire | Win | 6-3, 6-1 |
| Quarterfinals | Thanasi Kokkinakis | Win | 6-4, 7-6 (7-3) |
| Semifinals | Reilly Opelka | Win | 7-6 (7-2), 7-5 |
| Final | Joao Sousa |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Botic van de Zandschulp | Win | 6-7 (4-7), 6-2, 6-4 |
| Third Round | Jenson Brooksby | Win | 6-3, 6-4 |
| Quarterfinals | Denis Shapovalov | Win | 7-6 (9-7), 7-5 |
| Semifinals | Novak Djokovic | Loss | 4-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Dusan Lajovic | Loss | 6-7 (7-9), 6-2, 4-6 |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alex Molcan | Win | 3-6, 6-4, 6-4 |
| Quarterfinals | Botic van de Zandschulp | Loss | 5-7, 1-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brandon Nakashima | Win | 6-3, 6-2 |
| Third Round | Emil Ruusuvuori | Win | 6-2, 6-2 |
| Quarterfinals | Pablo Carreno Busta | Loss | 6-4, 6-7 (8-10), 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Holger Rune | Win | 7-6 (7-5), 7-5 |
| Third Round | Grigor Dimitrov | Loss | 3-6, 5-7 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Henri Laaksonen | Win | 6-1, 6-2 |
| Third Round | Alexander Bublik | Win | 6-3, 6-2 |
| Fourth Round | Cameron Norrie | Win | 6-3, 6-4 |
| Quarterfinals | Alexander Zverev | Win | 6-3, 1-6, 6-3 |
| Semifinals | Francisco Cerundolo | Win | 6-4, 6-1 |
| Final | Carlos Alcaraz | Loss | 5-7, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christopher Eubanks | Win | 7-6 (7-5), 6-2 |
| Third Round | Nick Kyrgios | Loss | 4-6, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 7 - Feb. 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Carballes Baena | Win | 7-6 (7-2), 6-3 |
| Quarterfinals | Federico Coria | Win | 6-3, 6-4 |
| Semifinals | Federico Delbonis | Win | 6-3, 6-3 |
| Final | Diego Schwartzman | Win | 5-7, 6-2, 6-3 |
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