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| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | 6-4, 6-3 |
| Second Round | Cameron Norrie | Loss | 4-6, 7-5, 0-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 6-7 (3-7), 3-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Loss | 4-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 6-3, 2-6, 6-2 |
| Second Round | Lloyd Harris | Loss | 4-6, 0-1 Retired |
| Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 12 - Jul. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Win | 6-4, 7-6 (7-3) |
| Second Round | Jason Jung | Loss | 2-6, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Norbert Gombos | Win | 6-4, 6-7 (5-7), 6-1, 6-3 |
| Second Round | Alexander Zverev | Loss | 5-7, 2-6, 3-6 |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 20 - Jun. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jaume Munar | Win | 7-6 (7-3), 7-5 |
| Second Round | Casper Ruud | Loss | 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Novak Djokovic | Loss | 2-6, 4-6, 2-6 |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 16 - May 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-3, 6-4 |
| Second Round | Casper Ruud | Loss | 5-7, 2-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: May 16 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 4-6, 2-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Loss | 6-7 (4-7), 6-0, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 6-4, 2-0 Retired |
| Second Round | Andrey Rublev | Loss | 1-6, 2-6 |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Mar. 15 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Loss | 3-6, 6-7 (8-10) |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 5-7, 1-6, 1-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | John-Patrick Smith | Win | 6-3, 5-7, 6-4 |
| Second Round | Salvatore Caruso | Loss | 4-6, 7-6 (7-2), 1-6 |
