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| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Draper |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Luca Van Assche | Win | 7-6 (9-7), 6-3 |
| Second Round | Novak Djokovic | Loss | 6-7 (5-7), 2-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 6-4, 6-0 |
| Second Round | Frances Tiafoe | Loss | 3-6, 6-7 (5-7) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Andujar | Win | 6-2, 7-5 |
| Second Round | Alejandro Davidovich Fokina | Loss | 3-6, 3-6 |
| Fayez Sarofim & Co. U.S. Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 3 - Apr. 9 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Juan Manuel Cerundolo | Win | 6-3, 6-4 |
| Second Round | Max Purcell | Win | 7-6 (7-5), 6-1 |
| Quarterfinals | Cristian Garin | Win | 6-1, 6-7 (2-7), 6-3 |
| Semifinals | Yannick Hanfmann | Win | 6-3, 6-4 |
| Final | Frances Tiafoe | Loss | 6-7 (1-7), 6-7 (6-8) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pavel Kotov | Win | 6-2, 6-2 |
| Second Round | Karen Khachanov | Loss | 1-6, 6-3, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 7-6 (7-5), 1-6, 4-6 |
| Chile Dove Men+Care Open | ||
| Surface: Clay | Date: Feb. 27 - Mar. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Win | 6-1, 7-6 (7-1) |
| Second Round | Francisco Cerundolo | Win | 6-3, 3-6, 6-3 |
| Quarterfinals | Dusan Lajovic | Win | 6-1, 6-2 |
| Semifinals | Sebastian Baez | Win | 7-5, 6-3 |
| Final | Nicolas Jarry | Loss | 7-6 (7-5), 6-7 (5-7), 2-6 |
| Rio Open presented by Claro | ||
| Surface: Clay | Date: Feb. 20 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Loss | 7-5, 4-6, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 3-6, 6-2, 6-2 |
| Second Round | Roberto Carballes Baena | Win | 4-6, 6-1, 6-2 |
| Quarterfinals | Cameron Norrie | Loss | 7-5, 0-6, 3-6 |
| Cordoba Open | ||
| Surface: Clay | Date: Feb. 6 - Feb. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gregoire Barrere | Win | |
| Second Round | Jannik Sinner | Loss |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 9 - Jan. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jason Kubler | Loss |
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