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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Win | 4-2 Retired |
| Third Round | Filip Krajinovic | Win | 6-2, 0-0 Retired |
| Quarterfinals | Hubert Hurkacz | Loss | 6-4, 6-7 (1-7), 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Win | 7-6 (9-7), 6-3 |
| Second Round | Roberto Bautista Agut | Loss | 3-6, 6-3, 1-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 29 - Aug. 4 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alexander Bublik | Win | 6-1, 7-6 (7-5) |
| Third Round | Daniil Medvedev | Loss | 2-6, 5-7 |
| BB&T Atlanta Open | ||
| Surface: Hard | Date: Jul. 22 - Jul. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bernard Tomic | Loss | 6-4, 3-6, 6-7 (4-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Loss | 7-5, 4-6, 3-6, 6-4, 4-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Mahut | Loss | 3-6, 6-7 (5-7) |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Win | 6-2, 7-6 (7-0) |
| Second Round | Jordan Thompson | Loss | 3-6, 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss | 2-6, 6-4, 3-6, 6-3, 0-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Loss | 3-6, 7-6 (7-3), 6-7 (4-7) |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Win | 6-7 (8-10), 6-3, 6-4 |
| Second Round | Philipp Kohlschreiber | Win | 6-4, 3-6, 6-3 |
| Third Round | Rafael Nadal | Loss | 3-6, 4-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 6-3, 7-5 |
| Second Round | Yoshihito Nishioka | Win | 2-6, 6-3, 7-6 (7-5) |
| Quarterfinals | Pablo Cuevas | Loss | 0-6, 7-6 (7-5), 2-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jaume Munar | Loss | 4-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Miomir Kecmanovic | Win | 7-6 (8-6), 7-6 (7-5) |
| Third Round | David Ferrer | Win | 5-7, 6-3, 6-3 |
| Fourth Round | David Goffin | Win | 7-5, 7-6 (8-6) |
| Quarterfinals | Denis Shapovalov | Loss | 7-6 (7-5), 4-6, 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Loss | 4-6, 6-4, 5-7 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 3-6, 6-4, 6-3 |
| Second Round | Mackenzie McDonald | Loss | 7-6 (9-7), 5-7, 3-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Loss | 6-3, 6-7 (1-7), 5-7 |
| New York Open | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jason Jung | Loss | 3-6, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Prajnesh Gunneswaran | Win | 7-6 (9-7), 6-3, 6-3 |
| Second Round | Kevin Anderson | Win | 4-6, 6-4, 6-4, 7-5 |
| Third Round | Andreas Seppi | Win | 6-7 (3-7), 6-3, 4-6, 6-4, 6-3 |
| Fourth Round | Grigor Dimitrov | Win | 7-5, 7-6 (8-6), 6-7 (1-7), 7-5 |
| Quarterfinals | Rafael Nadal | Loss | 3-6, 4-6, 2-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Loss | 6-4, 6-7 (5-7), 5-7 |
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