| ||||||||||||||
| Sofia Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 6-3, 6-2 |
| Moselle Open | ||
| Surface: Hard | Date: Sep. 20 - Sep. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Loss | 3-6, 6-7 (5-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 6-4, 3-6, 5-7, 6-2, 6-7 (3-7) |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tung-Lin Wu | Win | 7-6 (7-5), 6-3 |
| Second Round | Jan-Lennard Struff | Loss | 2-6, 2-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 26 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dennis Novak | Win | 6-4, 6-0 |
| Second Round | Albert Ramos-Vinolas | Win | 7-6 (7-3), 1-6, 7-5 |
| Quarterfinals | Daniel Altmaier | Loss | 1-6, 7-6 (7-5), 3-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 0-6, 6-3, 6-3 |
| Second Round | Daniel Altmaier | Loss | 6-4, 1-6, 5-7 |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 12 - Jul. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex Molcan | Loss | 6-4, 4-6, 6-7 (3-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 7-6 (7-3), 6-0, 4-6, 6-3 |
| Second Round | Nick Kyrgios | Loss | 6-7 (7-9), 4-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Win | 6-2, 3-6, 6-4, 7-5 |
| Second Round | Jannik Sinner | Loss | 1-6, 5-7, 6-3, 3-6 |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Loss | 6-4, 1-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Win | 6-4, 6-3 |
| Second Round | Lorenzo Sonego | Loss | 4-6, 4-6 |
| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | 6-4, 6-3 |
| Second Round | Alexei Popyrin | Win | 7-5, 6-2 |
| Quarterfinals | Aslan Karatsev | Loss | 3-6, 4-6 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 7-5, 6-3 |
| Second Round | Casper Ruud | Loss | 3-6, 2-6 |
| Chile Dove Men+Care Open | ||
| Surface: Red Clay | Date: Mar. 8 - Mar. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Coria | Loss | 6-4, 6-7 (4-7), 6-7 (4-7) |
| Argentina Open | ||
| Surface: Clay | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 7-6 (7-5), 6-4 |
| Second Round | Pablo Andujar | Loss | 4-6, 6-7 (5-7) |
| Cordoba Open | ||
| Surface: Red Clay | Date: Feb. 22 - Feb. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Francisco Cerundolo | Loss | 7-6 (7-3), 1-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aslan Karatsev | Loss | 3-6, 3-6, 4-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 6-4, 4-6, 3-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ryan Harrison | Win | 3-6, 6-1, 6-4 |
| Second Round | Sam Querrey | Win | 7-6 (10-8), 6-1 |
| Quarterfinals | Christian Harrison | Loss | 6-7 (2-7), 4-6 |
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