| ||||||||||||||
| St. Petersburg Open | ||
| Surface: Hard | Date: Sep. 17 - Sep. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Win | 7-5, 7-6 (7-5) |
| Second Round | Karen Khachanov | Win | 7-6 (12-10), 7-6 (7-1) |
| Quarterfinals | Damir Dzumhur | Win | 6-3, 6-4 |
| Semifinals | Martin Klizan | Loss | 6-4, 3-6, 5-7 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Win | 6-3, 6-2, 7-5 |
| Second Round | Ugo Humbert | Win | 7-6 (7-5), 4-6, 6-3, 7-5 |
| Third Round | Milos Raonic | Loss | 6-7 (6-8), 4-6, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Win | 6-2, 4-6, 6-3 |
| Second Round | Kei Nishikori | Win | 6-4, 6-4 |
| Third Round | Marton Fucsovics | Win | 6-4, 6-3 |
| Quarterfinals | Roger Federer | Loss | 7-6 (7-2), 6-7 (6-8), 2-6 |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Win | 1-6, 7-5, 7-5 |
| Second Round | Marton Fucsovics | Win | 1-6, 7-6 (7-2), 7-6 (12-10) |
| Third Round | Rafael Nadal | Loss | 5-7, 6-7 (4-7) |
| Citi Open | ||
| Surface: Hard | Date: Jul. 30 - Aug. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Donald Young | Loss | 4-6, 7-6 (7-5), 6-7 (3-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Win | 1-6, 7-6 (7-3), 7-6 (7-5), 6-4 |
| Second Round | Thomas Fabbiano | Loss | 6-7 (7-9), 3-6, 6-7 (6-8) |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 24 - Jun. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 1-6, 3-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 6-2, 6-3 |
| Second Round | Sam Querrey | Loss | 5-7, 7-6 (7-3), 1-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Guillermo Garcia-Lopez | Loss | 2-6, 6-3, 6-4, 6-7 (5-7), 3-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 20 - May 26 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jared Donaldson | Win | 6-3, 6-4 |
| Quarterfinals | Marton Fucsovics | Loss | 4-6, 0-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Loss | 4-6, 4-6 |
| Open 13 Marseille | ||
| Surface: Hard | Date: Feb. 19 - Feb. 25 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ilya Ivashka | Loss | 4-6, 1-1 Retired |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 12 - Feb. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Tallon Griekspoor | Loss | 6-4, 3-6, 2-6 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 5 - Feb. 11 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Martin Klizan | Win | 4-6, 6-2, 6-3 |
| Quarterfinals | Viktor Troicki | Win | 6-1, 7-6 (7-3) |
| Semifinals | Mirza Basic | Loss | 6-7 (6-8), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Ricardas Berankis | Win | 6-3, 6-4, 2-6, 7-6(7-2) |
| Second Round | Tennys Sandgren | Loss | 2-6, 1-6, 4-6 |
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