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| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Sam Riffice | Win | 6-1, 7-6 (7-3), 6-3 |
| Second Round | Alexei Popyrin | Loss | 6-7 (4-7), 6-7 (4-7), 0-4 Retired |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Win | 6-3, 6-4 |
| Second Round | Alexander Bublik | Win | 6-3, 7-5 |
| Third Round | Daniil Medvedev | Loss | 3-6, 3-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Reilly Opelka | Loss | 3-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ilya Ivashka | Loss | 2-6, 6-7 (4-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 3-6, 6-3, 6-4, 6-4 |
| Second Round | Alexander Bublik | Loss | 4-6, 6-7 (6-8), 6-7 (4-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Loss | 6-2, 6-4, 5-7, 0-3 Retired |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 16 - May 22 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ilya Ivashka | Win | 6-4, 6-4 |
| Quarterfinals | Pablo Cuevas | Loss | 6-7 (3-7), 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss | 4-6, 6-7 (2-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Loss | 3-6, 6-3, 6-7 (5-7) |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Win | 6-3, 6-4 |
| Second Round | Jeremy Chardy | Win | 7-6 (7-3), 6-4 |
| Third Round | Rafael Nadal | Loss | 1-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Cameron Norrie | Loss | 5-7, 5-7 |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Mar. 15 - Mar. 20 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 6-4, 3-0 Retired |
| Second Round | Miomir Kecmanovic | Win | 6-4, 6-2 |
| Quarterfinals | Lorenzo Musetti | Loss | 4-6, 6-7 (3-7) |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Win | 6-4, 6-2, 7-6 (7-5) |
| Second Round | Alex Bolt | Win | 7-6 (7-1), 6-1, 6-2 |
| Third Round | Pablo Carreno Busta | Win | 6-0, 1-0 Retired |
| Fourth Round | Dominic Thiem | Win | 6-4, 6-4, 6-0 |
| Quarterfinals | Aslan Karatsev | Loss | 6-2, 4-6, 1-6, 2-6 |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Andrew Harris | Win | 6-3, 6-3 |
| Third Round | Alexei Popyrin | Win | 6-4, 6-7 (5-7), 6-3 |
| Quarterfinals | Corentin Moutet | Loss | 5-7, 2-6 |
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