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| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | 6-3, 6-4 |
| Second Round | Stefanos Tsitsipas | Loss | 3-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mikhail Kukushkin | Win | 6-4, 6-3 |
| Third Round | Sebastian Korda | Loss | 3-6, 0-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Egor Gerasimov | Win | 6-4, 6-4 |
| Second Round | Daniel Evans | Win | 6-4, 4-6, 6-4 |
| Third Round | Lorenzo Sonego | Win | 3-6, 6-3, 6-4 |
| Quarterfinals | Jannik Sinner | Win | 6-7 (5-7), 6-3, 6-2 |
| Semifinals | Andrey Rublev | Win | 6-2, 4-6, 6-4 |
| Final | Lloyd Harris | Win | 6-3, 6-2 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mubarak Shannan Zayid | Win | 6-4, 6-0 |
| Second Round | Dominic Thiem | Loss | 7-6 (7-5), 3-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gianluca Mager | Win | 6-3, 6-3, 6-4 |
| Second Round | Egor Gerasimov | Win | 6-0, 6-1, 6-0 |
| Third Round | Diego Schwartzman | Win | 6-3, 6-3, 6-3 |
| Fourth Round | Felix Auger-Aliassime | Win | 3-6, 1-6, 6-3, 6-3, 6-4 |
| Quarterfinals | Grigor Dimitrov | Win | 2-6, 6-4, 6-1, 6-2 |
| Semifinals | Novak Djokovic | Loss | 3-6, 4-6, 2-6 |
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