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| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Mahut | Win | 1-6, 6-1, 6-2, 6-4 |
| Second Round | Julien Benneteau | Win | 6-4, 6-3, 6-2 |
| Third Round | Albert Ramos-Vinolas | Win | 7-5, 6-4, 6-1 |
| Fourth Round | John Isner | Win | 6-4, 6-4, 6-4 |
| Quarterfinals | Marin Cilic | Win | 7-6 (7-5), 5-7, 6-3, 7-5 |
| Semifinals | Rafael Nadal | Loss | 4-6, 1-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Stefanos Tsitsipas | Win | 7-5, 6-3 |
| Third Round | David Goffin | Loss | 2-6, 5-4 Retired |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Damir Dzumhur | Win | 6-3, 6-3 |
| Third Round | Dusan Lajovic | Loss | 6-3, 4-6, 6-7 (6-8) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Robin Haase | Win | 6-4, 5-7, 6-2 |
| Third Round | Kei Nishikori | Win | 6-2, 6-2 |
| Fourth Round | Filip Krajinovic | Win | 6-4, 6-2 |
| Quarterfinals | Milos Raonic | Win | 5-7, 7-6 (7-1), 7-6 (7-3) |
| Semifinals | John Isner | Loss | 1-6, 6-7 (2-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alex De Minaur | Win | 6-2, 6-1 |
| Third Round | David Ferrer | Win | 6-4, 7-6 (7-3) |
| Fourth Round | Leonardo Mayer | Win | 3-6, 7-6 (7-2), 6-3 |
| Quarterfinals | Philipp Kohlschreiber | Win | 3-6, 6-3, 6-4 |
| Semifinals | Milos Raonic | Win | 6-2, 6-3 |
| Final | Roger Federer | Win | 6-4, 6-7 (8-10), 7-6 (7-2) |
| Abierto Mexicano TELCEL | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Mischa Zverev | Win | 6-1, 6-2 |
| Second Round | David Ferrer | Win | 6-4, 4-6, 6-3 |
| Quarterfinals | Dominic Thiem | Win | 6-2, 7-6 (9-7) |
| Semifinals | Alexander Zverev | Win | 6-4, 6-2 |
| Final | Kevin Anderson | Win | 6-4, 6-4 |
| Delray Beach Open | ||
| Surface: Hard | Date: Feb. 19 - Feb. 25 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Win | 6-2, 6-4 |
| Second Round | Frances Tiafoe | Loss | 6-7 (6-8), 6-4, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 6-3, 6-4, 6-3 |
| Second Round | Karen Khachanov | Win | 6-4, 7-6 (7-4), 6-7 (0-7), 6-4 |
| Third Round | Tomas Berdych | Loss | 3-6, 3-6, 2-6 |
| ASB Classic | ||
| Surface: Hard | Date: Jan. 1 - Jan. 13 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Shapovalov | Win | 6-2, 6-4 |
| Quarterfinals | Karen Khachanov | Win | 7-6 (7-4), 6-3 |
| Semifinals | David Ferrer | Win | 6-4, 6-4 |
| Final | Roberto Bautista Agut | Loss | 1-6, 6-4, 5-7 |
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