| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Zhizhen Zhang | Loss | 5-7, 5-7, 7-6 (7-5), 6-4, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 0-6, 6-3, 1-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss | 0-6, 2-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Radu Albot | Win | 6-1, 6-3 |
| Third Round | Michael Mmoh | Win | 6-4, 7-6 (7-5) |
| Quarterfinals | Tallon Griekspoor | Loss | 5-7, 4-6 |
| Truist Atlanta Open presented by Fiserv | ||
| Surface: Hard | Date: Jul. 24 - Jul. 30 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Jason Jung | Win | 6-2, 6-1 |
| Second Round | Maxime Cressy | Win | 7-6 (9-7), 6-3 |
| Quarterfinals | Dominik Koepfer | Win | 6-2, 6-3 |
| Semifinals | Taylor Fritz | Loss | 3-6, 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Enzo Couacaud | Win | |
| Second Round | Alexander Bublik | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Martin Etcheverry | Win | |
| Second Round | Luca Van Assche | Win | |
| Quarterfinals | Tommy Paul | Loss |
| Cinch Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ben Shelton | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Loss |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | |
| Second Round | Casper Ruud | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Grenier | Win | |
| Second Round | Hubert Hurkacz | Win | |
| Third Round | Alexander Zverev | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Shevchenko | Loss |
| Fayez Sarofim & Co. U.S. Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 3 - Apr. 9 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | |
| Second Round | Denis Kudla | Win | |
| Quarterfinals | Gijs Brouwer | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | |
| Second Round | Andrey Rublev | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Feb. 26 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Loss |
| Delray Beach Open | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | |
| Second Round | Adrian Mannarino | Loss |
| Dallas Open | ||
| Surface: Hard | Date: Feb. 6 - Feb. 12 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Brandon Holt | Win | |
| Second Round | Radu Albot | Win | |
| Quarterfinals | Frances Tiafoe | Win | |
| Semifinals | John Isner | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | |
| Second Round | Diego Schwartzman | Win | |
| Third Round | Michael Mmoh | Win | |
| Fourth Round | Ben Shelton | Loss |
| ASB Classic | ||
| Surface: Hard | Date: Jan. 9 - Jan. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | |
| Second Round | Marcos Giron | Loss |
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