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| European Open | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Loss | 6-7 (3-7), 1-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 4-6, 3-6, 1-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Egor Gerasimov | Win | 7-6 (7-4), 7-6 (8-6) |
| Third Round | Daniel Evans | Win | 6-4, 7-6 (7-4) |
| Quarterfinals | Emil Ruusuvuori | Loss | 6-7 (5-7), 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 4-6, 4-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alessandro Giannessi | Win | 7-6 (7-4), 6-4 |
| Quarterfinals | Damir Dzumhur | Win | 6-3, 7-6 (9-7) |
| Semifinals | Daniel Altmaier | Win | 7-6 (7-2), 3-6, 6-3 |
| Final | Carlos Alcaraz | Loss | 2-6, 2-6 |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 12 - Jul. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Loss | 2-6, 7-5, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yuichi Sugita | Win | 7-6 (7-4), 4-6, 6-2, 6-1 |
| Second Round | Roger Federer | Loss | 6-7 (1-7), 1-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | 6-1, 6-4, 6-2 |
| Second Round | Rafael Nadal | Loss | 0-6, 5-7, 2-6 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 17 - May 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gregoire Barrere | Win | 5-7, 6-4, 6-3 |
| Second Round | Diego Schwartzman | Win | 6-3, 7-5 |
| Quarterfinals | Karen Khachanov | Loss | 1-6, 6-7 (3-7) |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | 6-3, 6-3 |
| Second Round | Pedro Martinez | Win | 6-3, 3-6, 6-3 |
| Quarterfinals | Jaume Munar | Loss | 1-6, 1-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Loss | 1-6, 5-7 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 6-3, 7-5 |
| Second Round | Cristian Garin | Loss | Retired |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 6-7 (5-7), 6-4, 6-7 (3-7) |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 6-4, 6-2 |
| Second Round | Hubert Hurkacz | Loss | 3-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Blaz Rola | Win | 6-4, 6-4 |
| Second Round | Andrey Rublev | Loss | Retired |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Mackenzie McDonald | Loss | 6-7 (2-7), 5-7 |
© 2021 by STATS PERFORM.