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| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Loss | 6-1, 3-6, 4-6 |
| Astana Open | ||
| Surface: Hard | Date: Sep. 20 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 6-4, 6-3 |
| Second Round | Dusan Lajovic | Win | 7-5, 6-4 |
| Quarterfinals | Laslo Djere | Win | 7-6 (7-4), 2-6, 6-0 |
| Semifinals | Alexander Bublik | Win | 3-6, 7-5, 6-3 |
| Final | James Duckworth | Win | 7-6 (8-6), 6-3 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Loss | 6-7 (3-7), 4-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Win | 6-2, 7-5 |
| Second Round | Pablo Carreno Busta | Loss | 3-6, 6-3, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Masur | Win | 6-7 (2-7), 6-3, 6-4, 6-4 |
| Second Round | Dominik Koepfer | Loss | 3-6, 7-6 (10-8), 6-7 (2-7), 7-5, 3-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 21 - Jun. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marton Fucsovics | Win | 7-6 (7-4), 6-7 (4-7), 6-3 |
| Quarterfinals | Ilya Ivashka | Win | 6-4, 7-5 |
| Semifinals | Alex De Minaur | Loss | 3-6, 6-7 (2-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kevin Anderson | Win | 7-5, 6-4, 2-6, 7-6(7-4) |
| Second Round | Andreas Seppi | Win | 6-4, 7-5, 7-5 |
| Third Round | Matteo Berrettini | Loss | 6-7 (6-8), 3-6, 4-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: May 16 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedja Krstin | Loss | 2-6, 6-3, 1-6 |
| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Carballes Baena | Win | 6-3, 7-5 |
| Second Round | Novak Djokovic | Loss | 1-6, 3-6 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Holger Vitus Nodskov Rune | Win | 6-3, 3-6, 7-6 (7-4) |
| Second Round | Facundo Bagnis | Win | 6-1, 6-3 |
| Quarterfinals | Pablo Carreno Busta | Loss | 4-6, 0-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 6-7 (4-7), 7-6 (7-4), 6-7 (3-7) |
| Singapore Tennis Open | ||
| Surface: Hard | Date: Feb. 22 - Feb. 28 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Thai-Son Kwiatkowski | Win | 4-6, 6-3, 6-4 |
| Second Round | Yasutaka Uchiyama | Win | 6-3, 6-4 |
| Quarterfinals | Marin Cilic | Loss | 2-6, 6-2, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thanasi Kokkinakis | Loss | 4-6, 1-6, 1-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrej Martin | Win | 6-3, 6-7 (5-7), 7-6 (7-4) |
| Second Round | Miomir Kecmanovic | Loss | 3-6, 4-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Loss | 4-6, 4-6 |
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