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| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-1, 6-4 |
| Second Round | Albert Ramos-Vinolas | Win | 7-6 (7-5), 6-1 |
| Third Round | Matteo Berrettini | Win | 6-3, 6-4 |
| Quarterfinals | Kei Nishikori | Win | 6-4, 6-2 |
| Semifinals | Novak Djokovic | Loss | 3-6, 7-6 (7-2), 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 6-0, 4-6, 6-1 |
| Second Round | Jeremy Chardy | Loss | 1-6, 2-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-4, 1-6, 6-1 |
| Second Round | Cristian Garin | Loss | 1-6, 5-7 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 4-6, 6-4, 6-2 |
| Second Round | Dominic Thiem | Loss | 3-6, 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 4-6, 6-3, 6-1 |
| Second Round | Taylor Fritz | Loss | 4-6, 2-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 21 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Reilly Opelka | Loss | 4-6, 6-3, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Carballes Baena | Win | 6-3, 6-1 |
| Third Round | Rafael Nadal | Loss | 3-6, 1-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Win | 6-3, 4-6, 6-1 |
| Second Round | Cameron Norrie | Loss | 6-7 (5-7), 6-4, 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Loss | 1-6, 1-4 Retired |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aljaz Bedene | Win | 6-4, 2-6, 6-2 |
| Quarterfinals | Albert Ramos-Vinolas | Win | 6-1, 7-5 |
| Semifinals | Dominic Thiem | Win | 2-6, 6-4, 7-6 (7-5) |
| Final | Marco Cecchinato | Loss | 1-6, 2-6 |
| Cordoba Open | ||
| Surface: Clay | Date: Feb. 4 - Feb. 10 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alessandro Giannessi | Win | 6-7 (4-7), 6-3, 6-0 |
| Quarterfinals | Guido Pella | Loss | 5-7, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Rudolf Molleker | Win | 6-1, 6-3, 4-6, 6-0 |
| Second Round | Denis Kudla | Win | 6-4, 7-5, 3-6, 6-7(6-8), 6-4 |
| Third Round | Tomas Berdych | Loss | 7-5, 3-6, 5-7, 4-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guillermo Garcia-Lopez | Win | 6-2, 6-3 |
| Quarterfinals | Yoshihito Nishioka | Win | 6-1, 3-6, 7-6 (7-1) |
| Semifinals | Andreas Seppi | Loss | 6-7 (3-7), 4-6 |
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