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| Tennis Napoli Cup | ||
| Surface: Red Clay | Date: Oct. 18 - Oct. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 7-5, 7-6 (7-5) |
| Second Round | Daniel Elahi Galan | Loss | 6-7 (5-7), 4-6 |
| Sofia Open | ||
| Surface: Hard | Date: Sep. 26 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 3-6, 6-3, 6-2 |
| Second Round | Jannik Sinner | Loss |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ben Shelton | Win | 7-6 (8-6), 3-6, 7-6 (7-5), 6-7(8-10), 6-3 |
| Second Round | Yibing Wu | Loss | 7-6 (7-3), 6-7 (4-7), 6-4, 4-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mackenzie McDonald | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Andujar | Win | |
| Second Round | Frances Tiafoe | Loss |
