| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 3-6, 2-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Robin Haase | Loss | 6-4, 3-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Shapovalov | Loss | 6-2, 3-6, 2-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 22 - Jul. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Steve Darcis | Win | 6-4, 6-4 |
| Second Round | Gian Marco Moroni | Win | 6-4, 6-4 |
| Quarterfinals | Roberto Bautista Agut | Win | 4-6, 6-3, 7-5 |
| Semifinals | Cedrik-Marcel Stebe | Loss | 6-3, 1-6, 2-6 |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Jozef Kovalik | Win | 7-6 (7-3), 6-4 |
| Second Round | Elias Ymer | Win | 4-6, 6-4, 6-2 |
| Quarterfinals | Federico Delbonis | Loss | 2-6, 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Paul Jubb | Win | 6-0, 6-3, 6-7 (8-10), 6-1 |
| Second Round | Marin Cilic | Win | 6-4, 6-4, 6-4 |
| Third Round | Daniel Evans | Win | 4-6, 6-4, 7-5, 4-6, 6-4 |
| Fourth Round | Rafael Nadal | Loss | 2-6, 2-6, 2-6 |
| Turkish Airlines Open Antalya | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 3-6, 6-7 (11-13) |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Win | 7-6 (7-3), 6-1 |
| Second Round | Borna Coric | Loss | 6-7 (4-7), 7-5, 6-7 (4-7) |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Loss | 2-6, 6-7 (0-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Loss | 3-6, 1-6, 2-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Leonardo Mayer | Win | 6-2, 6-7 (6-8), 6-4 |
| Second Round | Albert Ramos-Vinolas | Loss | 0-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 6-3, 6-7 (3-7), 7-6 (7-4) |
| Second Round | Roger Federer | Loss | 4-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Loss | 5-7, 7-5, 1-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Win | 6-4, 2-6, 6-2 |
| Second Round | David Goffin | Loss | 3-6, 2-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Loss | 6-3, 6-7 (1-7), 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 1-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Chun-hsin Tseng | Win | 6-4, 7-5 |
| Second Round | Steve Johnson | Win | 7-6 (8-6), 6-4 |
| Third Round | Kevin Anderson | Loss | 4-6, 6-7 (6-8) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mackenzie McDonald | Loss | 4-6, 6-3, 3-6 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 25 - Mar. 3 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Casper Ruud | Loss | 3-6, 4-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 6-4, 3-6, 6-4 |
| Second Round | Casper Ruud | Loss | 3-6, 6-3, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 6-3, 6-4 |
| Second Round | Pablo Cuevas | Loss | 4-6, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 7-6 (7-2), 4-6, 7-6 (7-5), 4-6, 6-2 |
| Second Round | Philipp Kohlschreiber | Win | 7-5, 4-6, 7-6 (7-4), 5-7, 6-4 |
| Third Round | Kei Nishikori | Loss | 6-7 (6-8), 1-6, 2-6 |
| ASB Classic | ||
| Surface: Hard | Date: Dec. 31 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Shapovalov | Win | 4-6, 6-4, 6-4 |
| Second Round | Cameron Norrie | Loss | 6-7 (5-7), 4-6 |
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