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| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 6 - Oct. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 6-3, 7-5 |
| Second Round | Andrey Rublev | Loss | 2-6, 0-6 |
| Rakuten Japan Open Tennis Championships | ||
| Surface: Hard | Date: Sep. 30 - Oct. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 4-6, 6-3, 6-4 |
| Second Round | Lloyd Harris | Win | 6-3, 6-2 |
| Quarterfinals | Taro Daniel | Win | 6-4, 6-0 |
| Semifinals | Reilly Opelka | Win | 6-3, 7-6 (7-4) |
| Final | Novak Djokovic | Loss | 3-6, 2-6 |
| Zhuhai Open | ||
| Surface: Hard | Date: Sep. 23 - Sep. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 1-6, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Rafael Nadal | Loss | 3-6, 2-6, 2-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marco Cecchinato | Win | 6-7 (5-7), 6-4, 6-3 |
| Third Round | Robin Haase | Win | 6-3, 6-4 |
| Quarterfinals | Steve Johnson | Loss | 6-4, 6-7 (5-7), 4-6 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Win | 6-7 (4-7), 7-6 (7-2), 6-3 |
| Second Round | Marin Cilic | Loss | 3-6, 4-6 |
| Abierto Mexicano de Tenis Mifel presentado por Cinemex | ||
| Surface: Hard | Date: Jul. 29 - Aug. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Prajnesh Gunneswaran | Loss | 4-6, 6-1, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | 6-2, 6-3, 6-4 |
| Second Round | Laslo Djere | Win | 6-3, 6-2, 6-1 |
| Third Round | Sam Querrey | Loss | 6-7 (3-7), 6-7 (8-10), 3-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 7-6 (7-3), 4-6, 1-6 |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roger Federer | Loss | 6-7 (1-7), 3-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dustin Brown | Loss | 4-6, 6-7 (3-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Loss | 6-7 (4-7), 3-6, 6-2, 7-6 (7-5), 3-6 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Andujar | Win | 6-1, 6-3 |
| Second Round | Felix Auger-Aliassime | Loss | 6-7 (3-7), 5-7 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 6-3, 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Win | 7-6 (7-5), 7-6 (7-5) |
| Second Round | Fabio Fognini | Loss | 2-6, 2-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bernard Tomic | Win | 6-3, 6-0 |
| Second Round | Joao Domingues | Loss | 3-6, 1-2 Retired |
| Gazprom Hungarian Open | ||
| Surface: Red Clay | Date: Apr. 22 - Apr. 28 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Win | 6-1, 6-2 |
| Second Round | Attila Balazs | Loss | 4-6, 6-2, 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 6-3, 1-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Federico Delbonis | Loss | 5-7, 6-3, 6-7 (2-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 1-6, 3-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Marcel Granollers | Win | 6-3, 6-4 |
| Second Round | Peter Gojowczyk | Win | 6-0, 6-2 |
| Quarterfinals | John Isner | Loss | 6-7 (2-7), 7-6 (7-4), 6-7 (4-7) |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Loss | 4-6, 7-6 (7-1), 6-7 (3-7) |
| New York Open | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guillermo Garcia-Lopez | Loss | 6-7 (4-7), 6-1, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-3, 3-6, 7-6 (7-3), 6-2 |
| Second Round | Roberto Bautista Agut | Loss | 3-6, 1-6, 6-3, 7-6 (8-6), 4-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 4-6, 7-6 (7-5), 7-5 |
| Second Round | Marton Fucsovics | Win | 6-3, 6-4 |
| Quarterfinals | Gilles Simon | Loss | 5-7, 6-3, 6-7 (3-7) |
| Brisbane International presented by Suncorp | ||
| Surface: Hard | Date: Dec. 31 - Jan. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 7-6 (7-6), 6-7 (6-7), 6-0 |
| Second Round | Grigor Dimitrov | Loss | 3-6, 4-6 |
