| ||||||||||||||
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Win | 6-4, 7-6 (8-6) |
| Second Round | Rafael Nadal | Loss | 6-7 (6-8), 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 29 - Aug. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Loss | 4-6, 1-6 |
| BB&T Atlanta Open | ||
| Surface: Hard | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jason Jung | Win | 6-1, 6-1 |
| Second Round | Radu Albot | Win | 7-6 (7-5), 5-7, 6-2 |
| Quarterfinals | Reilly Opelka | Loss | 6-7 (3-7), 5-7 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-3, 7-6 (7-5), 6-3 |
| Second Round | Nikoloz Basilashvili | Win | 6-3, 6-2, 7-6 (7-2) |
| Third Round | Joao Sousa | Loss | 6-4, 4-6, 5-7, 6-4, 4-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Win | 7-6 (7-2), 6-2 |
| Second Round | Pierre-Hugues Herbert | Win | 6-3, 7-5 |
| Quarterfinals | Kyle Edmund | Loss | 6-1, 3-6, 4-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 3-6, 7-6 (7-4), 3-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Casper Ruud | Loss | 5-7, 6-0, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 6-2, 6-0 |
| Second Round | Denis Shapovalov | Loss | 6-4, 1-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 7-6 (7-4), 3-6, 3-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 3-6, 7-6 (7-1), 7-5 |
| Second Round | Lloyd Harris | Win | 6-0, 6-2 |
| Quarterfinals | Andreas Seppi | Win | 6-4, 6-4 |
| Semifinals | John Isner | Win | 3-6, 6-2, 6-3 |
| Final | Radu Albot | Loss | 6-3, 3-6, 6-7 (7-9) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tatsuma Ito | Win | 7-5, 6-1, 7-6 (10-8) |
| Second Round | Roger Federer | Loss | 6-7 (5-7), 6-7 (3-7), 3-6 |
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