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| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aleksandar Vukic | Loss | 5-7, 4-6 |
| Sofia Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 4-6, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 3-6, 4-6, 6-4, 6-4, 6-2 |
| Second Round | Philipp Kohlschreiber | Win | 6-4, 6-3, 6-1 |
| Third Round | Daniil Medvedev | Loss | 0-6, 4-6, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Win | 7-6 (9-7), 4-6, 7-6 (9-7), 5-7, 8-6 |
| Second Round | Denis Shapovalov | Loss | Retired |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 20 - Jun. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 6-2, 6-7 (4-7), 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominic Thiem | Win | 4-6, 5-7, 6-3, 6-4, 6-4 |
| Second Round | Federico Delbonis | Loss | 6-4, 1-6, 6-3, 3-6, 2-6 |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 16 - May 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 6-0, 6-4 |
| Second Round | Roger Federer | Win | 6-4, 4-6, 6-4 |
| Quarterfinals | Dominic Stephan Stricker | Win | 4-6, 6-4, 6-4 |
| Semifinals | Casper Ruud | Loss | 3-6, 2-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Loss | 7-6 (10-8), 6-7 (4-7), 5-7 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss | 3-6, 6-4, 1-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Win | 6-1, 3-6, 6-3 |
| Second Round | Roberto Bautista Agut | Loss | 4-6, 0-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Loss | 6-0, 2-6, 6-7 (3-7) |
| Chile Dove Men+Care Open | ||
| Surface: Red Clay | Date: Mar. 8 - Mar. 14 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Daniel Elahi Galan | Loss | 1-6, 6-7 (7-9) |
| Argentina Open | ||
| Surface: Clay | Date: Mar. 1 - Mar. 7 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 6-3, 6-0 |
| Second Round | Gianluca Mager | Win | 6-4, 7-6 (7-5) |
| Quarterfinals | Francisco Cerundolo | Loss | 6-1, 3-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Quentin Halys | Win | 6-4, 7-5, 7-5 |
| Second Round | Filip Krajinovic | Loss | 2-6, 7-5, 1-6, 4-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Loss | 4-6, 2-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Ivo Karlovic | Loss | 3-6, 7-5, 4-6 |
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