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| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Win | 4-6, 6-4, 6-2, 7-6(7-4) |
| Second Round | Andrey Rublev | Loss | 4-6, 3-6, 6-3, 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 3-6, 6-4, 6-3 |
| Second Round | Alex De Minaur | Win | 7-5, 6-4 |
| Third Round | Novak Djokovic | Loss | 3-6, 2-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | 7-6 (7-3), 6-7 (4-7), 6-1 |
| Second Round | Stefanos Tsitsipas | Win | 6-4, 6-3 |
| Third Round | Aleksandar Vukic | Win | 6-4, 6-4 |
| Quarterfinals | Jannik Sinner | Loss | 4-6, 6-4, 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bjorn Fratangelo | Win | 6-3, 6-4 |
| Second Round | Alexander Bublik | Win | 6-3, 6-4 |
| Third Round | Tallon Griekspoor | Loss | 4-6, 6-1, 3-6 |
| Truist Atlanta Open presented by Fiserv | ||
| Surface: Hard | Date: Jul. 24 - Jul. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thanasi Kokkinakis | Loss | 6-1, 3-6, 6-7 (5-7) |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Baez | Win | |
| Second Round | Holger Rune | Loss |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Cachin | Loss |
| Banja Luka Open | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jiri Lehecka | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss |
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