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| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 7 - Oct. 14 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Richard Gasquet | Win | 7-5, 7-6 (9-7) |
| Third Round | Borna Coric | Loss | 5-7, 0-0 Retired |
| China Open | ||
| Surface: Hard | Date: Sep. 29 - Oct. 7 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 7-5, 6-2 |
| Second Round | Karen Khachanov | Win | 6-4, 7-6 (7-4) |
| Quarterfinals | Filip Krajinovic | Win | 6-3, 6-0 |
| Semifinals | Fabio Fognini | Win | Retired |
| Final | Nikoloz Basilashvili | Loss | 4-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Donald Young | Win | 6-0, 6-3, 6-4 |
| Second Round | Denis Kudla | Win | 6-3, 6-1, 7-6 (7-4) |
| Third Round | Fernando Verdasco | Win | 7-5, 7-6 (8-6), 6-3 |
| Fourth Round | Borna Coric | Win | 6-4, 6-3, 6-1 |
| Quarterfinals | John Isner | Win | 6-7 (5-7), 6-3, 7-6 (7-4), 6-2 |
| Semifinals | Rafael Nadal | Win | 7-6 (7-3), 6-2, 0-0 Retired |
| Final | Novak Djokovic | Loss | 3-6, 6-7 (4-7), 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hyeon Chung | Win | 6-2, 6-3 |
| Third Round | Nick Kyrgios | Win | 7-6 (7-4), 6-7 (6-8), 6-2 |
| Quarterfinals | David Goffin | Loss | 6-7 (5-7), 6-7 (4-7) |
| Abierto Mexicano de Tenis Mifel presentado por Cinemex | ||
| Surface: Hard | Date: Jul. 30 - Aug. 4 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marcos Giron | Win | 7-5, 6-3 |
| Quarterfinals | Egor Gerasimov | Win | 6-1, 6-1 |
| Semifinals | Damir Dzumhur | Win | 6-3, 7-6 (8-6) |
| Final | Fabio Fognini | Loss | 4-6, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Win | 6-3, 6-4, 6-3 |
| Second Round | Feliciano Lopez | Win | 6-4, 6-1, 6-2 |
| Third Round | Benoit Paire | Win | 6-4, 7-6 (7-4), 6-3 |
| Fourth Round | Gilles Simon | Win | 7-6 (7-1), 7-6 (7-5), 5-7, 7-6(7-5) |
| Quarterfinals | Rafael Nadal | Loss | 5-7, 7-6 (9-7), 6-4, 4-6, 4-6 |
| 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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