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| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Win | 6-3, 6-2, 6-2 |
| Second Round | Thanasi Kokkinakis | Win | Retired |
| Third Round | Hyeon Chung | Win | 6-3, 6-4, 6-2 |
| Fourth Round | Marin Cilic | Win | 6-3, 3-6, 6-1, 6-2 |
| Quarterfinals | Diego Schwartzman | Win | 6-4, 7-5, 6-2 |
| Semifinals | Matteo Berrettini | Win | 7-6 (8-6), 6-4, 6-1 |
| Final | Daniil Medvedev | Win | 7-5, 6-3, 5-7, 4-6, 6-4 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Daniel Evans | Win | 7-6 (8-6), 6-4 |
| Third Round | Guido Pella | Win | 6-3, 6-4 |
| Quarterfinals | Fabio Fognini | Win | 2-6, 6-1, 6-2 |
| Semifinals | Gael Monfils | Win | Retired |
| Final | Daniil Medvedev | Win | 6-3, 6-0 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Yuichi Sugita | Win | 6-3, 6-1, 6-3 |
| Second Round | Nick Kyrgios | Win | 6-3, 3-6, 7-6 (7-5), 7-6(7-3) |
| Third Round | Jo-Wilfried Tsonga | Win | 6-2, 6-3, 6-2 |
| Fourth Round | Joao Sousa | Win | 6-2, 6-2, 6-2 |
| Quarterfinals | Sam Querrey | Win | 7-5, 6-2, 6-2 |
| Semifinals | Roger Federer | Loss | 6-7 (3-7), 6-1, 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Win | 6-2, 6-1, 6-3 |
| Second Round | Yannick Maden | Win | 6-1, 6-2, 6-4 |
| Third Round | David Goffin | Win | 6-1, 6-3, 4-6, 6-3 |
| Fourth Round | Juan Ignacio Londero | Win | 6-2, 6-3, 6-3 |
| Quarterfinals | Kei Nishikori | Win | 6-1, 6-1, 6-3 |
| Semifinals | Roger Federer | Win | 6-3, 6-4, 6-2 |
| Final | Dominic Thiem | Win | 6-3, 5-7, 6-1, 6-1 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Win | 6-0, 6-1 |
| Third Round | Nikoloz Basilashvili | Win | 6-1, 6-0 |
| Quarterfinals | Fernando Verdasco | Win | 6-4, 6-0 |
| Semifinals | Stefanos Tsitsipas | Win | 6-3, 6-4 |
| Final | Novak Djokovic | Win | 6-0, 4-6, 6-1 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Felix Auger-Aliassime | Win | 6-3, 6-3 |
| Third Round | Frances Tiafoe | Win | 6-3, 6-4 |
| Quarterfinals | Stan Wawrinka | Win | 6-1, 6-2 |
| Semifinals | Stefanos Tsitsipas | Loss | 4-6, 6-2, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Leonardo Mayer | Win | 6-7 (7-9), 6-4, 6-2 |
| Third Round | David Ferrer | Win | 6-3, 6-3 |
| Quarterfinals | Jan-Lennard Struff | Win | 7-5, 7-5 |
| Semifinals | Dominic Thiem | Loss | 4-6, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Bautista Agut | Win | 6-1, 6-1 |
| Third Round | Grigor Dimitrov | Win | 6-4, 6-1 |
| Quarterfinals | Guido Pella | Win | 7-6 (7-1), 6-3 |
| Semifinals | Fabio Fognini | Loss | 4-6, 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jared Donaldson | Win | 6-1, 6-1 |
| Third Round | Diego Schwartzman | Win | 6-3, 6-1 |
| Fourth Round | Filip Krajinovic | Win | 6-3, 6-4 |
| Quarterfinals | Karen Khachanov | Win | 7-6 (7-2), 7-6 (7-2) |
| Semifinals | Roger Federer | Loss | Retired |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Mischa Zverev | Win | 6-3, 6-3 |
| Second Round | Nick Kyrgios | Loss | 6-3, 6-7 (2-7), 6-7 (6-8) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 6-4, 6-3, 7-5 |
| Second Round | Matthew Ebden | Win | 6-3, 6-2, 6-2 |
| Third Round | Alex De Minaur | Win | 6-1, 6-2, 6-4 |
| Fourth Round | Tomas Berdych | Win | 6-0, 6-1, 7-6 (7-4) |
| Quarterfinals | Frances Tiafoe | Win | 6-3, 6-4, 6-2 |
| Semifinals | Stefanos Tsitsipas | Win | 6-2, 6-4, 6-0 |
| Final | Novak Djokovic | Loss | 3-6, 2-6, 3-6 |
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