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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Frances Tiafoe | Loss | 6-4, 3-6, 4-6 |
| Coupe Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Richard Gasquet | Win | 6-3, 4-6, 7-6 (7-3) |
| Third Round | Nick Kyrgios | Win | 6-4, 6-3 |
| Quarterfinals | Kevin Anderson | Win | 7-5, 6-4 |
| Semifinals | Denis Shapovalov | Win | 6-4, 7-5 |
| Final | Roger Federer | Win | 6-3, 6-4 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jordan Thompson | Win | 4-6, 6-3, 7-6 (7-5) |
| Third Round | Tennys Sandgren | Win | 7-5, 7-5 |
| Quarterfinals | Daniil Medvedev | Win | 6-2, 6-4 |
| Semifinals | Kei Nishikori | Win | 6-3, 6-4 |
| Final | Kevin Anderson | Win | 6-4, 6-4 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 6-4, 7-6 (7-3), 6-3 |
| Second Round | Frances Tiafoe | Win | 6-3, 6-4, 6-3 |
| Third Round | Sebastian Ofner | Win | 6-4, 6-4, 6-2 |
| Fourth Round | Milos Raonic | Loss | 6-4, 5-7, 6-4, 5-7, 1-6 |
| Gerry Weber Open | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Paolo Lorenzi | Win | 6-3, 6-2 |
| Second Round | Philipp Kohlschreiber | Win | 6-3, 6-4 |
| Quarterfinals | Roberto Bautista Agut | Win | 6-7 (6-8), 7-6 (7-1), 6-1 |
| Semifinals | Richard Gasquet | Win | 4-6, 6-4, 6-3 |
| Final | Roger Federer | Loss | 1-6, 3-6 |
| Ricoh Open | ||
| Surface: Grass | Date: Jun. 12 - Jun. 18 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Adrian Mannarino | Win | 6-2, 6-3 |
| Quarterfinals | Julien Benneteau | Win | 6-0, 6-4 |
| Semifinals | Gilles Muller | Loss | 6-7 (5-7), 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 4-6, 6-3, 4-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 14 - May 21 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Kevin Anderson | Win | 6-4, 4-6, 6-4 |
| Second Round | Viktor Troicki | Win | 6-3, 6-4 |
| Third Round | Fabio Fognini | Win | 6-3, 6-3 |
| Quarterfinals | Milos Raonic | Win | 7-6 (7-4), 6-1 |
| Semifinals | John Isner | Win | 6-4, 6-7 (5-7), 6-1 |
| Final | Novak Djokovic | Win | 6-4, 6-3 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 6 - May 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 7-5, 6-3 |
| Second Round | Marin Cilic | Win | 6-7 (3-7), 6-3, 6-4 |
| Third Round | Tomas Berdych | Win | 6-4, 6-4 |
| Quarterfinals | Pablo Cuevas | Loss | 6-3, 0-6, 4-6 |
| BMW Open by FWU AG | ||
| Surface: Red Clay | Date: May 1 - May 7 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Win | 6-4, 6-4 |
| Quarterfinals | Jan-Lennard Struff | Win | 3-6, 7-6 (7-3), 7-6 (7-5) |
| Semifinals | Roberto Bautista Agut | Win | 7-5, 7-5 |
| Final | Guido Pella | Win | 6-4, 6-3 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 24 - Apr. 30 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nicolas Almagro | Win | 7-6 (7-4), 4-6, 6-4 |
| Third Round | Hyeon Chung | Loss | 1-6, 4-6 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 16 - Apr. 23 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Andreas Seppi | Win | 6-1, 6-2 |
| Second Round | Feliciano Lopez | Win | 6-0, 6-4 |
| Third Round | Rafael Nadal | Loss | 1-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 21 - Apr. 2 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yen-Hsun Lu | Win | 6-0, 6-3 |
| Third Round | John Isner | Win | 6-7 (5-7), 7-6 (9-7), 7-6 (7-5) |
| Fourth Round | Stan Wawrinka | Win | 4-6, 6-2, 6-1 |
| Quarterfinals | Nick Kyrgios | Loss | 4-6, 7-6 (11-9), 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 19 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Facundo Bagnis | Win | 7-6 (12-10), 6-3 |
| Third Round | Nick Kyrgios | Loss | 3-6, 4-6 |
| Open 13 Marseille | ||
| Surface: Hard | Date: Feb. 20 - Feb. 26 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Mahut | Loss | 6-7 (5-7), 6-7 (5-7) |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominic Thiem | Loss | 6-3, 3-6, 4-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 6 - Feb. 12 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aljaz Bedene | Win | 7-5, 3-6, 6-4 |
| Quarterfinals | Jeremy Chardy | Win | 6-4, 4-6, 6-2 |
| Semifinals | Jo-Wilfried Tsonga | Win | 6-7 (6-8), 6-2, 6-4 |
| Final | Richard Gasquet | Win | 7-6 (7-4), 6-3 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 24 |
| Round | Opponent | W / L | Result |
| First Round | Robin Haase | Win | 6-2, 3-6, 5-7, 6-3, 6-2 |
| Second Round | Frances Tiafoe | Win | 6-2, 6-3, 6-4 |
| Third Round | Rafael Nadal | Loss | 6-4, 3-6, 7-6 (7-5), 3-6, 2-6 |
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