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| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: Sep. 14 - Sep. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Loss | 3-6, 6-7 (5-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Loss | 6-7 (2-7), 7-5, 3-6, 5-7 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 7-6 (7-3), 4-6, 6-3 |
| Second Round | Stefanos Tsitsipas | Loss | 1-6, 3-6 |
| New York Open | ||
| Surface: Hard | Date: Feb. 10 - Feb. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jason Jung | Loss | 6-7 (6-8), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | 6-4, 2-6, 4-6, 6-4, 7-6 (10-8) |
| Second Round | Taylor Fritz | Loss | 6-4, 7-6 (7-5), 6-7 (4-7), 2-6, 2-6 |
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