| ||||||||||||||
| Erste Bank Open 500 | ||
| Surface: Hard | Date: Oct. 21 - Oct. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jannik Sinner | Loss | 3-6, 4-6 |
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 14 - Oct. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Win | 6-3, 7-6 (7-3) |
| Second Round | Karen Khachanov | Loss | 6-3, 3-6, 6-7 (7-9) |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Loss | 3-6, 6-4, 4-6, 4-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Win | 6-3, 6-2 |
| Second Round | Pablo Andujar | Loss | 4-6, 4-6 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 3-6, 0-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Novak Djokovic | Loss | 3-6, 5-7, 3-6 |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Loss | 3-6, 3-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Loss | 6-4, 5-7, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Robin Haase | Win | 6-4, 6-4, 6-7 (5-7), 6-1 |
| Second Round | Nicolas Mahut | Loss | 3-6, 3-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Win | 6-2, 3-6, 6-3 |
| Second Round | Marco Cecchinato | Win | 6-3, 6-3 |
| Third Round | Novak Djokovic | Loss | 3-6, 0-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 6-2, 7-6 (7-5) |
| Second Round | Frances Tiafoe | Loss | 4-6, 6-3, 3-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andreas Seppi | Win | 6-2, 7-5 |
| Second Round | Karen Khachanov | Win | 7-6 (8-6), 6-4 |
| Quarterfinals | Matteo Berrettini | Loss | 6-4, 5-7, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Win | 6-1, 6-3 |
| Second Round | Novak Djokovic | Loss | 3-6, 6-4, 4-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 8 - Apr. 14 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Win | 7-6 (7-4), 7-5 |
| Second Round | Pablo Andujar | Loss | 6-7 (6-8), 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Win | 6-4, 6-0 |
| Second Round | Nick Kyrgios | Win | 6-4, 6-4 |
| Third Round | Novak Djokovic | Win | 6-4, 6-4 |
| Fourth Round | Gael Monfils | Loss | 0-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 25 - Mar. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roger Federer | Loss | 4-6, 6-3, 1-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Milos Raonic | Loss | 6-7 (8-10), 5-7 |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Loss | 4-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Zhe Li | Win | 6-2, 6-2, 6-4 |
| Second Round | Joao Sousa | Loss | 5-7, 6-4, 6-7 (4-7), 7-5, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Berdych | Loss | 4-6, 6-7 (5-7) |
| ASB Classic | ||
| Surface: Hard | Date: Dec. 31 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bradley Klahn | Win | 6-4, 7-6 (7-2) |
| Second Round | Ugo Humbert | Win | 6-4, 6-4 |
| Quarterfinals | Fabio Fognini | Win | 6-3, 6-1 |
| Semifinals | Tennys Sandgren | Loss | 4-6, 2-6 |
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