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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Loss | 4-6, 6-3, 3-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matthias Bachinger | Loss | 6-7 (5-7), 7-6 (7-5), 6-7 (4-7) |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | 6-2, 6-2 |
| Second Round | Filip Krajinovic | Loss | 7-6 (8-6), 5-7, 1-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Facundo Bagnis | Loss | 6-4, 3-6, 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 6-3, 0-6, 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 3-6, 5-7, 6-4, 6-2, 6-3 |
| Second Round | Lucas Pouille | Win | 7-6 (7-4), 2-6, 6-3, 3-6, 9-7 |
| Third Round | Karen Khachanov | Loss | 1-6, 4-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss | 4-6, 6-2, 6-7 (0-7) |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ernests Gulbis | Win | 6-3, 7-5 |
| Second Round | Marco Cecchinato | Loss | 1-6, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christian Garin | Loss | 5-7, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 7-6 (7-3), 7-5 |
| Second Round | Dominic Thiem | Loss | 1-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 4-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mischa Zverev | Win | 6-1, 6-4 |
| Second Round | Alexander Zverev | Loss | 3-6, 0-2 Retired |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 6-7 (4-7), 4-6 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 6-0, 3-6, 6-2 |
| Second Round | Daniel Brands | Win | 7-6 (7-5), 6-4 |
| Quarterfinals | Daniil Medvedev | Loss | 4-6, 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jo-Wilfried Tsonga | Loss | 4-6, 4-6, 6-7 (5-7) |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Win | 7-6 (7-4), 4-6, 7-6 (7-5) |
| Second Round | Andreas Seppi | Loss | 6-7 (2-7), 2-6 |
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