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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Sam Querrey | Win | 7-5, 6-1 |
| Third Round | Pablo Carreno Busta | Win | 6-3, 6-4 |
| Quarterfinals | Lucas Pouille | Win | 7-6 (7-2), 6-1 |
| Semifinals | Daniil Medvedev |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Philipp Kohlschreiber | Win | 6-3, 7-5, 6-3 |
| Second Round | Denis Kudla | Win | 6-3, 6-2, 6-2 |
| Third Round | Hubert Hurkacz | Win | 7-5, 6-7 (5-7), 6-1, 6-4 |
| Fourth Round | Ugo Humbert | Win | 6-3, 6-2, 6-3 |
| Quarterfinals | David Goffin | Win | 6-4, 6-0, 6-2 |
| Semifinals | Roberto Bautista Agut | Win | 6-2, 4-6, 6-3, 6-2 |
| Final | Roger Federer | Win | 7-6 (7-5), 1-6, 7-6 (7-4), 4-6, 13-12 (7-3) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Win | 6-4, 6-2, 6-2 |
| Second Round | Henri Laaksonen | Win | 6-1, 6-4, 6-3 |
| Third Round | Salvatore Caruso | Win | 6-3, 6-3, 6-2 |
| Fourth Round | Jan-Lennard Struff | Win | 6-3, 6-2, 6-2 |
| Quarterfinals | Alexander Zverev | Win | 7-5, 6-2, 6-2 |
| Semifinals | Dominic Thiem | Loss | 2-6, 6-3, 5-7, 7-5, 5-7 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Shapovalov | Win | 6-1, 6-3 |
| Third Round | Philipp Kohlschreiber | Win | 6-3, 6-0 |
| Quarterfinals | Juan Martin Del Potro | Win | 4-6, 7-6 (8-6), 6-4 |
| Semifinals | Diego Schwartzman | Win | 6-3, 6-7 (2-7), 6-3 |
| Final | Rafael Nadal | Loss | 0-6, 6-4, 1-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taylor Fritz | Win | 6-4, 6-2 |
| Third Round | Jeremy Chardy | Win | 6-1, 7-6 (7-2) |
| Quarterfinals | Marin Cilic | Win | Retired |
| Semifinals | Dominic Thiem | Win | 7-6 (7-2), 7-6 (7-4) |
| Final | Stefanos Tsitsipas | Win | 6-3, 6-4 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Philipp Kohlschreiber | Win | 6-3, 4-6, 6-4 |
| Third Round | Taylor Fritz | Win | 6-3, 6-0 |
| Quarterfinals | Daniil Medvedev | Loss | 3-6, 6-4, 2-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Bernard Tomic | Win | 7-6 (7-2), 6-2 |
| Third Round | Federico Delbonis | Win | 7-5, 4-6, 6-1 |
| Fourth Round | Roberto Bautista Agut | Loss | 6-1, 5-7, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Bjorn Fratangelo | Win | 7-6 (7-5), 6-2 |
| Third Round | Philipp Kohlschreiber | Loss | 4-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Mitchell Krueger | Win | 6-3, 6-2, 6-2 |
| Second Round | Jo-Wilfried Tsonga | Win | 6-3, 7-5, 6-4 |
| Third Round | Denis Shapovalov | Win | 6-3, 6-4, 4-6, 6-0 |
| Fourth Round | Daniil Medvedev | Win | 6-4, 6-7 (5-7), 6-2, 6-3 |
| Quarterfinals | Kei Nishikori | Win | 6-1, 4-1 Retired |
| Semifinals | Lucas Pouille | Win | 6-0, 6-2, 6-2 |
| Final | Rafael Nadal | Win | 6-3, 6-2, 6-3 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Win | 6-1, 6-2 |
| Second Round | Marton Fucsovics | Win | 4-6, 6-4, 6-1 |
| Quarterfinals | Nikoloz Basilashvili | Win | 4-6, 6-3, 6-4 |
| Semifinals | Roberto Bautista Agut | Loss | 6-3, 6-7 (6-7), 4-6 |
