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| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 2-6, 4-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Adrian Mannarino | Loss | 6-1, 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | 6-3, 6-7 (4-7), 6-3, 6-2 |
| Second Round | Antoine Hoang | Loss | 4-6, 6-3, 6-7 (5-7), 5-7 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 4-6, 6-4, 6-2 |
| Second Round | Dominic Thiem | Win | 4-6, 6-4, 7-5 |
| Third Round | Karen Khachanov | Win | 7-5, 3-6, 6-3 |
| Quarterfinals | Rafael Nadal | Loss | 4-6, 0-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Win | 6-2, 3-6, 6-1 |
| Second Round | Karen Khachanov | Win | 6-7 (4-7), 6-1, 7-5 |
| Third Round | Stefanos Tsitsipas | Loss | 3-6, 4-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Win | 6-4, 6-3 |
| Second Round | Grigor Dimitrov | Loss | 2-6, 7-6 (7-4), 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 4-6, 4-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 8 - Apr. 14 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Adrian Menendez-Maceiras | Loss | 7-5, 2-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 25 - Mar. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Win | 3-6, 6-3, 6-2 |
| Second Round | Roger Federer | Loss | 3-6, 6-3, 3-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Egor Gerasimov | Win | 4-6, 6-3, 7-5 |
| Second Round | Matthias Bachinger | Loss | 4-6, 3-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matthew Ebden | Win | 7-5, 6-4 |
| Second Round | Daniil Medvedev | Loss | 2-6, 5-7 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Alexandar Lazarov | Win | 6-2, 6-1 |
| Second Round | Marius Copil | Win | 6-2, 4-6, 6-1 |
| Quarterfinals | Matteo Berrettini | Loss | 6-4, 5-7, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 26 |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Win | 7-6 (7-5), 6-3, 6-3 |
| Second Round | Radu Albot | Win | 6-1, 7-6 (7-2), 6-3 |
| Third Round | Marin Cilic | Loss | 6-4, 6-3, 1-6, 6-7 (8-10), 3-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Paolo Lorenzi | Win | 6-3, 6-4 |
| Second Round | Tomas Berdych | Loss | 6-4, 3-6, 5-7 |
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