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| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Paolo Lorenzi | Win | 6-3, 3-6, 6-4 |
| Quarterfinals | Leonardo Mayer |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Guido Andreozzi | Win | 3-6, 7-6 (7-3), 7-6 (7-3), 6-3 |
| Second Round | John Millman | Loss | 3-6, 2-6, 1-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Thomas Fabbiano | Loss | 6-7 (5-7), 6-7 (6-8) |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 4-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 6-3, 6-2, 7-6 (7-2) |
| Second Round | Alexei Popyrin | Win | 6-4, 7-6 (7-4), 6-4 |
| Third Round | Kei Nishikori | Loss | 4-6, 7-6 (8-6), 3-6, 6-4, 6-8 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 6-3, 6-4 |
| Second Round | Nikoloz Basilashvili | Loss | 5-7, 4-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-4, 6-4 |
| Second Round | Juan Martin Del Potro | Win | 6-3, 2-6, 7-5 |
| Third Round | Marin Cilic | Loss | 6-4, 3-6, 2-6 |
| Gazprom Hungarian Open | ||
| Surface: Red Clay | Date: Apr. 22 - Apr. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Ernests Gulbis | Win | 6-4, 6-7 (6-8), 7-6 (7-2) |
| Second Round | Jannik Sinner | Win | 6-3, 6-1 |
| Quarterfinals | Nikoloz Basilashvili | Win | 3-6, 6-2, 6-3 |
| Semifinals | Matteo Berrettini | Loss | 4-6, 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Loss | 7-6 (7-2), 2-6, 4-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 8 - Apr. 14 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 3-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guido Andreozzi | Win | 6-3, 6-4 |
| Third Round | Miomir Kecmanovic | Loss | 2-6, 6-7 (3-7) |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alessandro Giannessi | Win | 7-6 (7-5), 4-6, 6-4 |
| Second Round | Malek Jaziri | Win | 6-3, 3-6, 7-6 (7-2) |
| Quarterfinals | Felix Auger-Aliassime | Win | 6-2, 3-6, 6-3 |
| Semifinals | Guido Pella | Loss | 6-7 (10-12), 6-7 (1-7) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominic Thiem | Win | 6-3, 6-3 |
| Second Round | Taro Daniel | Win | 6-4, 6-2 |
| Quarterfinals | Casper Ruud | Win | 6-4, 7-5 |
| Semifinals | Aljaz Bedene | Win | Retired |
| Final | Felix Auger-Aliassime | Win | 6-3, 7-5 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Loss | 6-7 (6-8), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Loss | 7-6 (7-5), 4-6, 1-6, 6-7 (5-7) |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Arjun Kadhe | Win | 7-5, 7-6 (7-6) |
| Second Round | Kevin Anderson | Loss | 6-7 (3-7), 6-7 (6-7) |
| ASB Classic | ||
| Surface: Hard | Date: Dec. 31 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 6-7 (5-7), 0-2 Retired |
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