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| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 24 - Feb. 29 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 6-1, 6-2 |
| Second Round | Philipp Kohlschreiber | Win | 6-3, 6-1 |
| Quarterfinals | Karen Khachanov | Win | 6-2, 6-2 |
| Semifinals | Gael Monfils | Win | 2-6, 7-6 (10-8), 6-1 |
| Final | Stefanos Tsitsipas | Win | 6-3, 6-4 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Win | 7-6 (7-5), 6-2, 2-6, 6-1 |
| Second Round | Tatsuma Ito | Win | 6-1, 6-4, 6-2 |
| Third Round | Yoshihito Nishioka | Win | 6-3, 6-2, 6-2 |
| Fourth Round | Diego Schwartzman | Win | 6-3, 6-4, 6-4 |
| Quarterfinals | Milos Raonic | Win | 6-4, 6-3, 7-6 (7-1) |
| Semifinals | Roger Federer | Win | 7-6 (7-1), 6-4, 6-3 |
| Final | Dominic Thiem | Win | 6-4, 4-6, 2-6, 6-3, 6-4 |
