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| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aslan Karatsev | Loss | 5-7, 6-1, 3-6, 2-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yosuke Watanuki | Loss | 6-3, 3-6, 0-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 26 - Jul. 31 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Jozef Kovalik | Loss | 4-6, 4-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Stefano Travaglia | Loss | 3-6, 6-7 (1-7) |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 12 - Jul. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Philipp Kohlschreiber | Loss | 6-7 (5-7), 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 1-6, 5-7, 6-7 (5-7) |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 20 - Jun. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Loss | 6-7 (3-7), 5-7 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 6-7 (6-8), 6-1, 7-6 (7-5), 6-4 |
| Second Round | Reilly Opelka | Loss | 3-6, 2-6, 6-3, 5-7 |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Win | 6-3, 7-6 (7-5) |
| Second Round | Benoit Paire | Win | 7-5, 3-1 Retired |
| Quarterfinals | Richard Gasquet | Win | 6-1, 6-1 |
| Semifinals | Marco Cecchinato | Loss | 6-7 (2-7), 6-1, 1-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 6-4, 5-7, 1-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 6-3, 3-6, 4-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | 6-3, 7-5 |
| Second Round | Stefanos Tsitsipas | Loss | 0-6, 2-6 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Win | 6-4, 6-1 |
| Second Round | Fabio Fognini | Win | 6-2, 6-1 |
| Quarterfinals | Ilya Ivashka | Win | 6-7 (5-7), 6-4, 6-4 |
| Semifinals | Carlos Alcaraz | Win | 7-6 (7-4), 6-4 |
| Final | Pablo Carreno Busta | Loss | 1-6, 6-2, 4-6 |
| Chile Dove Men+Care Open | ||
| Surface: Red Clay | Date: Mar. 8 - Mar. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Loss | 4-6, 7-6 (7-5), 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Facundo Diaz Acosta | Win | 7-6 (7-5), 6-3 |
| Second Round | Frances Tiafoe | Win | 7-6 (7-4), 6-4 |
| Quarterfinals | Diego Schwartzman | Loss | 2-6, 5-7 |
| Cordoba Open | ||
| Surface: Red Clay | Date: Feb. 22 - Feb. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Loss | 7-5, 6-7 (5-7), 4-6 |
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