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| Sofia Open | ||
| Surface: Hard | Date: Nov. 8 - Nov. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dimitar Kuzmanov | Win | 4-6, 6-4, 6-4 |
| Second Round | Felix Auger-Aliassime | Win | 6-4, 6-4 |
| Quarterfinals | Richard Gasquet | Loss | 6-7 (4-7), 5-7 |
| Rolex Paris Masters | ||
| Surface: Hard | Date: Nov. 2 - Nov. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Loss | 6-3, 6-7 (2-7), 3-6 |
| European Open | ||
| Surface: Hard | Date: Oct. 19 - Oct. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Loss | 2-6, 6-3, 3-6 |
| Forte Village Sardegna Open | ||
| Surface: Clay | Date: Oct. 12 - Oct. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Loss | 0-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: Sep. 27 - Oct. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Loss | 6-7 (6-8), 7-6 (7-4), 5-7, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: Sep. 14 - Sep. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 3-6, 6-3, 7-6 (7-4) |
| Second Round | Novak Djokovic | Loss | 3-6, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 4-6, 7-5, 7-5, 6-2 |
| Second Round | Ernesto Escobedo | Win | 3-6, 6-4, 6-3, 6-4 |
| Third Round | Andrey Rublev | Loss | 0-6, 4-6, 0-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss | 5-7, 4-6 |
| Chile Open | ||
| Surface: Red Clay | Date: Feb. 24 - Mar. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jozef Kovalik | Win | 6-2, 6-3 |
| Second Round | Federico Delbonis | Loss | 6-7 (1-7), 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 17 - Feb. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jaume Munar | Loss | 5-7, 4-6 |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Feb. 3 - Feb. 9 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Ramkumar Ramanathan | Win | 3-6, 6-4, 7-5 |
| Second Round | Jiri Vesely | Loss | 6-7 (5-7), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefanos Tsitsipas | Loss | 0-6, 2-6, 3-6 |
| Adelaide International | ||
| Surface: Hard | Date: Jan. 12 - Jan. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 4-6, 2-6 |
