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| Intrum Stockholm Open | ||
| Surface: Hard | Date: Nov. 7 - Nov. 13 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Arthur Rinderknech | Loss | 1-6, 0-2 Retired |
| Rolex Paris Masters | ||
| Surface: Hard | Date: Nov. 1 - Nov. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | 2-6, 7-5, 7-5 |
| Second Round | Casper Ruud | Loss | 4-6, 0-6 |
| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Evgenii Tiurnev | Win | 6-3, 6-4 |
| Second Round | Jan-Lennard Struff | Loss | 4-6, 3-6 |
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Illya Marchenko | Loss | 4-6, 3-6 |
| Astana Open | ||
| Surface: Hard | Date: Sep. 20 - Oct. 2 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Miomir Kecmanovic | Win | 2-6, 6-3, 7-5 |
| Quarterfinals | Carlos Taberner | Win | 6-3, 6-4 |
| Semifinals | Soon Woo Kwon | Loss | 6-3, 5-7, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Win | 6-0, 4-6, 6-2, 6-1 |
| Second Round | Jack Sock | Loss | 6-7 (3-7), 7-6 (7-2), 4-6, 6-4, 3-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Loss | 2-6, 6-7 (5-7) |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | 3-6, 6-3, 7-6 (7-5) |
| Second Round | Grigor Dimitrov | Loss | 3-6, 5-7 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | 6-4, 6-4 |
| Second Round | Daniil Medvedev | Loss | 6-4, 3-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Kei Nishikori | Loss | 2-6, 5-7 |
| Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 12 - Jul. 18 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ivo Karlovic | Win | 7-6 (7-5), 4-6, 6-1 |
| Quarterfinals | Jason Jung | Win | 6-2, 6-4 |
| Semifinals | Kevin Anderson | Loss | 6-4, 6-7 (3-7), 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 6-4, 6-2, 6-1 |
| Second Round | Grigor Dimitrov | Win | 6-4, 7-6 (8-6), 7-6 (7-4) |
| Third Round | Hubert Hurkacz | Loss | 3-6, 4-6, 2-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 21 - Jun. 26 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 6-1, 6-4 |
| Second Round | Egor Gerasimov | Win | 6-2, 6-2 |
| Quarterfinals | Lorenzo Sonego | Loss | 1-6, 5-7 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Win | 6-4, 3-6, 6-3 |
| Second Round | Jack Draper | Loss | 6-7 (5-7), 6-7 (0-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 3-6, 3-6, 5-7 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss | 6-4, 2-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | 7-6 (7-5), 6-3 |
| Second Round | Denis Shapovalov | Win | 6-4, 5-7, 6-4 |
| Third Round | Aslan Karatsev | Win | 6-4, 6-3 |
| Quarterfinals | Casper Ruud | Loss | 5-7, 1-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Loss | 3-6, 0-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Win | 2-6, 7-5, 6-2 |
| Second Round | Alex De Minaur | Loss | 6-7 (3-7), 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 4-6, 6-0, 5-7 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Laslo Djere | Win | 6-3, 6-4 |
| Third Round | James Duckworth | Win | 6-4, 6-4 |
| Fourth Round | Taylor Fritz | Win | 6-7 (5-7), 6-3, 6-4 |
| Quarterfinals | Jannik Sinner | Loss | 6-7 (5-7), 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-4, 7-6 (7-4) |
| Second Round | Jannik Sinner | Loss | 6-2, 6-7 (2-7), 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ramkumar Ramanathan | Win | 6-4, 6-2 |
| Second Round | Roberto Bautista Agut | Loss | 4-6, 3-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Win | 7-5, 6-3 |
| Second Round | Tommy Paul | Loss | 7-6 (7-5), 3-6, 1-6 |
| Singapore Tennis Open | ||
| Surface: Hard | Date: Feb. 22 - Feb. 28 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Altug Celikbilek | Win | 6-2, 6-2 |
| Quarterfinals | Yoshihito Nishioka | Win | 6-3, 6-2 |
| Semifinals | Radu Albot | Win | 2-6, 6-3, 6-4 |
| Final | Alexei Popyrin | Loss | 6-4, 0-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Win | 6-4, 7-5, 5-7, 6-4 |
| Second Round | Dusan Lajovic | Loss | 4-6, 6-7 (4-7), 6-4, 3-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christopher O'Connell | Win | 7-6 (7-2), 6-7 (6-8), 6-4 |
| Third Round | Stefano Travaglia | Loss | 1-6, 5-7 |
| Antalya Open | ||
| Surface: Grass | Date: Jan. 7 - Jan. 13 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-3, 6-3 |
| Second Round | Tristan Lamasine | Win | 6-2, 6-4 |
| Quarterfinals | Matteo Berrettini | Win | 7-6 (8-6), 6-4 |
| Semifinals | Jeremy Chardy | Win | 6-4, 6-7 (4-7), 6-3 |
| Final | Alex De Minaur | Loss | 0-2 Retired |
© 2021 by STATS PERFORM.