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| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: Sep. 14 - Sep. 21 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jannik Sinner | Loss | 1-6, 7-6 (11-9), 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 6-2, 6-1, 6-1 |
| Second Round | Maxime Cressy | Win | 7-6 (7-2), 6-3, 6-4 |
| Third Round | Borna Coric | Loss | 7-6 (7-2), 4-6, 6-4, 5-7, 6-7 (4-7) |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 29 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Kevin Anderson | Win | 6-1, 6-3 |
| Third Round | John Isner | Win | 7-6 (7-2), 7-6 (7-4) |
| Quarterfinals | Reilly Opelka | Win | 5-6 Retired |
| Semifinals | Milos Raonic | Loss | 6-7 (5-7), 3-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 24 - Feb. 29 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Win | 7-6 (7-1), 6-1 |
| Second Round | Alexander Bublik | Win | 7-6 (7-1), 6-4 |
| Quarterfinals | Jan-Lennard Struff | Win | 4-6, 6-4, 6-4 |
| Semifinals | Daniel Evans | Win | 6-2, 6-3 |
| Final | Novak Djokovic | Loss | 3-6, 4-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 17 - Feb. 23 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mikael Ymer | Win | 6-1, 6-3 |
| Quarterfinals | Vasek Pospisil | Win | 7-5, 6-3 |
| Semifinals | Alexander Bublik | Win | 7-5, 6-3 |
| Final | Felix Auger-Aliassime | Win | 6-3, 6-4 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 10 - Feb. 16 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Win | 6-7 (2-7), 6-3, 6-1 |
| Second Round | Aljaz Bedene | Loss | 5-7, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-0, 6-2, 6-3 |
| Second Round | Philipp Kohlschreiber | Win | Retired |
| Third Round | Milos Raonic | Loss | 5-7, 4-6, 6-7 (2-7) |
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