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| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 7 - Oct. 14 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nikoloz Basilashvili | Win | 7-5, 6-4 |
| Third Round | Alex De Minaur | Win | 6-1, 6-4 |
| Quarterfinals | Kyle Edmund | Win | 6-4, 6-4 |
| Semifinals | Novak Djokovic | Loss | 2-6, 1-6 |
| China Open | ||
| Surface: Hard | Date: Sep. 29 - Oct. 7 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Win | 6-4, 6-4 |
| Second Round | Malek Jaziri | Loss | 6-7 (4-7), 6-2, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Peter Polansky | Win | 6-2, 6-1, 6-2 |
| Second Round | Nicolas Mahut | Win | 6-4, 6-4, 6-2 |
| Third Round | Philipp Kohlschreiber | Loss | 7-6 (7-1), 4-6, 1-6, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Robin Haase | Loss | 7-5, 4-6, 5-7 |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Bradley Klahn | Win | 6-4, 6-4 |
| Third Round | Daniil Medvedev | Win | 6-3, 6-2 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 6-3, 6-7 (11-13), 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 30 - Aug. 5 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Malek Jaziri | Win | 6-2, 6-1 |
| Third Round | Mischa Zverev | Win | 6-3, 7-5 |
| Quarterfinals | Kei Nishikori | Win | 3-6, 6-1, 6-4 |
| Semifinals | Stefanos Tsitsipas | Win | 6-2, 6-4 |
| Final | Alex De Minaur | Win | 6-2, 6-4 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 7-5, 6-2, 6-0 |
| Second Round | Taylor Fritz | Win | 6-4, 5-7, 6-7 (0-7), 6-1, 6-2 |
| Third Round | Ernests Gulbis | Loss | 6-7 (2-7), 6-4, 7-5, 3-6, 0-6 |
| Gerry Weber Open | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Loss | 1-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Ricardas Berankis | Win | 6-1, 6-1, 6-2 |
| Second Round | Dusan Lajovic | Win | 2-6, 7-5, 4-6, 6-1, 6-2 |
| Third Round | Damir Dzumhur | Win | 6-2, 3-6, 4-6, 7-6(7-3), 7-5 |
| Fourth Round | Karen Khachanov | Win | 4-6, 7-6 (7-4), 2-6, 6-3, 6-3 |
| Quarterfinals | Dominic Thiem | Loss | 4-6, 2-6, 1-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Matteo Berrettini | Win | 7-5, 6-2 |
| Third Round | Kyle Edmund | Win | 7-5, 7-6 (13-11) |
| Quarterfinals | David Goffin | Win | 6-4, 3-6, 6-3 |
| Semifinals | Marin Cilic | Win | 7-6 (15-13), 7-5 |
| Final | Rafael Nadal | Loss | 1-6, 6-1, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Evgeny Donskoy | Win | 6-2, 7-5 |
| Third Round | Leonardo Mayer | Win | 6-4, 6-2 |
| Quarterfinals | John Isner | Win | 6-4, 7-5 |
| Semifinals | Denis Shapovalov | Win | 6-4, 6-1 |
| Final | Dominic Thiem | Win | 6-4, 6-4 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yannick Hanfmann | Win | 6-7 (12-14), 6-4, 6-2 |
| Quarterfinals | Jan-Lennard Struff | Win | 6-3, 6-2 |
| Semifinals | Hyeon Chung | Win | 7-5, 6-2 |
| Final | Philipp Kohlschreiber | Win | 6-3, 6-3 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gilles Muller | Win | 4-6, 6-3, 6-2 |
| Third Round | Jan-Lennard Struff | Win | 6-4, 4-6, 6-4 |
| Quarterfinals | Richard Gasquet | Win | 4-6, 6-2, 7-5 |
| Semifinals | Kei Nishikori | Loss | 6-3, 3-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Daniil Medvedev | Win | 6-4, 1-6, 7-6 (7-5) |
| Third Round | David Ferrer | Win | 2-6, 6-2, 6-4 |
| Fourth Round | Nick Kyrgios | Win | 6-4, 6-4 |
| Quarterfinals | Borna Coric | Win | 6-4, 6-4 |
| Semifinals | Pablo Carreno Busta | Win | 7-6 (7-4), 6-2 |
| Final | John Isner | Loss | 7-6 (7-4), 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Joao Sousa | Loss | 5-7, 7-5, 4-6 |
| Abierto Mexicano TELCEL | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Mackenzie McDonald | Win | 6-3, 7-5 |
| Second Round | Peter Gojowczyk | Win | 7-6 (8-6), 6-3 |
| Quarterfinals | Ryan Harrison | Win | 6-4, 6-1 |
| Semifinals | Juan Martin Del Potro | Loss | 4-6, 2-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 12 - Feb. 18 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | David Ferrer | Win | 6-4, 6-3 |
| Second Round | Andreas Seppi | Loss | 4-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Win | 6-1, 7-6 (7-5), 7-5 |
| Second Round | Peter Gojowczyk | Win | 6-1, 6-3, 4-6, 6-3 |
| Third Round | Hyeon Chung | Loss | 7-5, 6-7 (3-7), 6-2, 3-6, 0-6 |
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