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| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Win | 7-5, 1-6, 6-3, 3-6, 6-1 |
| Second Round | Marcos Giron | Loss | 2-6, 3-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Fabian Marozsan | Loss | 6-4, 1-6, 6-7 (4-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alexander Shevchenko | Loss | 1-6, 1-6 |
| Banja Luka Open | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Win | 6-4, 6-3 |
| Second Round | Radu Albot | Win | 6-0, 6-2 |
| Quarterfinals | Miomir Kecmanovic | Loss | 5-7, 0-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Win | 6-1, 7-5 |
| Second Round | Grigor Dimitrov | Win | 7-6 (7-4), 6-4 |
| Third Round | Taylor Fritz | Loss | 6-4, 4-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Coria | Win | 6-3, 6-4 |
| Second Round | Lorenzo Musetti | Win | 6-4, 6-4 |
| Third Round | Karen Khachanov | Loss | 2-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Arthur Rinderknech | Win | 7-6 (7-4), 7-5 |
| Second Round | Andrey Rublev | Loss | 4-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 27 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Loss | 6-4, 3-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 20 - Feb. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Win | 6-3, 7-6 (7-3) |
| Second Round | Emil Ruusuvuori | Win | 6-2, 7-6 (7-2) |
| Quarterfinals | Andrey Rublev | Win | 4-6, 6-4, 6-3 |
| Semifinals | Andy Murray | Loss | 0-6, 6-3, 6-7 (6-8) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | |
| Second Round | Christopher Eubanks | Win | |
| Third Round | Cameron Norrie | Win | |
| Fourth Round | Felix Auger-Aliassime | Win | |
| Quarterfinals | Stefanos Tsitsipas | Loss |
| ASB Classic | ||
| Surface: Hard | Date: Jan. 9 - Jan. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | |
| Second Round | Cameron Norrie | Loss |
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