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| Rolex Paris Masters | ||
| Surface: Hard | Date: Oct. 28 - Nov. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | 3-6, 6-4, 6-3 |
| Second Round | Alexander Zverev | Loss | 1-6, 3-6 |
| Erste Bank Open 500 | ||
| Surface: Hard | Date: Oct. 21 - Oct. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Win | 4-6, 6-2, 6-1 |
| Second Round | Dominic Thiem | Loss | 6-3, 3-6, 2-6 |
| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 6 - Oct. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Loss | 6-7 (2-7), 7-6 (7-5), 4-6 |
| China Open | ||
| Surface: Hard | Date: Sep. 28 - Oct. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 4-6, 6-3, 3-6 |
| Chengdu Open | ||
| Surface: Hard | Date: Sep. 23 - Sep. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Win | 6-2, 7-5 |
| Second Round | Cristian Garin | Loss | 3-6, 6-3, 3-6 |
| Moselle Open | ||
| Surface: Hard | Date: Sep. 16 - Sep. 22 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Steve Darcis | Win | 6-2, 6-2 |
| Second Round | Filip Krajinovic | Loss | 6-3, 4-6, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Tobias Kamke | Win | 6-3, 3-6, 6-1, 6-2 |
| Second Round | Hyeon Chung | Loss | 6-1, 6-2, 5-7, 3-6, 6-7 (3-7) |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Loss | 4-6, 0-0 Retired |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jozef Kovalik | Win | 6-4, 7-6 (9-7) |
| Quarterfinals | Lorenzo Sonego | Loss | 4-6, 4-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 22 - Jul. 28 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Albert Ramos-Vinolas | Loss | 4-6, 6-7 (4-7) |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Albert Ramos-Vinolas | Loss | 2-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kamil Majchrzak | Win | 6-4, 6-4, 6-4 |
| Second Round | Kyle Edmund | Win | 4-6, 4-6, 7-6 (7-3), 6-3, 6-4 |
| Third Round | Thomas Fabbiano | Win | 6-4, 7-6 (7-1), 6-4 |
| Fourth Round | David Goffin | Loss | 6-7 (9-11), 6-2, 3-6, 4-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Win | 6-7 (3-7), 6-4, 6-1 |
| Second Round | Juan Ignacio Londero | Win | 6-7 (4-7), 6-3, 7-6 (7-2) |
| Quarterfinals | Sam Querrey | Loss | 6-7 (4-7), 2-6 |
| 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: Hard | 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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