| ||||||||||||||
| Astana Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Shevchenko | Loss | 4-6, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 6-3 Retired |
| Second Round | Daniel Evans | Loss | 6-1, 1-6, 3-6, 3-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 20 - Aug. 26 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Omni Kumar | Loss | 3-6, 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Zhizhen Zhang | Win | |
| Second Round | Alejandro Davidovich Fokina | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Loss |
| Cinch Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Thiago Agustin Tirante | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Laslo Djere | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aslan Karatsev | Loss |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 17 - Apr. 23 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aslan Karatsev | Win | |
| Quarterfinals | Marcos Giron | Win | |
| Semifinals | Taylor Fritz | Win | |
| Final | Holger Rune | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | |
| Second Round | Casper Ruud | Loss |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 3 - Apr. 9 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christopher O'Connell | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: 26 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alexei Popyrin | Win | |
| Third Round | Casper Ruud | Win | |
| Fourth Round | Emil Ruusuvuori | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ilya Ivashka | Loss |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 27 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Win | |
| Second Round | Mikael Ymer | Win | |
| Quarterfinals | Andrey Rublev | Loss |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 20 - Feb. 25 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | |
| Second Round | Alexandre Muller | Loss |
| ABN Amro World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Quentin Halys | Win | |
| Second Round | Daniil Medvedev | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | |
| Second Round | Tallon Griekspoor | Loss |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Jan. 2 - Jan. 7 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Flavio Cobolli | Win | |
| Quarterfinals | Maximilian Marterer | Win | |
| Semifinals | Benjamin Bonzi | Loss |
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