| ||||||||||||||
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 15 - Oct. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | 5-7, 6-4, 7-6 (7-2) |
| Second Round | Ricardas Berankis | Loss | 6-3, 6-7 (3-7), 6-7 (5-7) |
| St. Petersburg Open | ||
| Surface: Hard | Date: Sep. 17 - Sep. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 5-7, 6-7 (5-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Loss | 2-6, 6-4, 2-6, 6-2, 4-6 |
| German Tennis Championships | ||
| Surface: Red Clay | Date: Jul. 23 - Jul. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Win | 6-3, 1-6, 6-4 |
| Second Round | Pablo Carreno Busta | Loss | 2-6, 0-4 Retired |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 16 - Jul. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Win | 7-6 (7-5), 4-6, 6-4 |
| Second Round | Guido Pella | Loss | 7-5, 4-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 4-6, 7-6 (7-4), 7-6 (7-4), 6-4 |
| Second Round | Radu Albot | Loss | 2-6, 6-4, 6-7 (3-7), 7-5, 3-6 |
| Gerry Weber Open | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roger Federer | Loss | 3-6, 4-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 11 - Jun. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Loss | 7-6 (8-6), 6-7 (4-7), 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Loss | 4-6, 3-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Muller | Win | 6-4, 6-4 |
| Second Round | Kevin Anderson | Win | 6-4, 0-0 Retired |
| Third Round | Pablo Carreno Busta | Loss | 4-6, 7-6 (7-3), 2-6 |
| TEB BNP Paribas Istanbul Open | ||
| Surface: Clay | Date: Apr. 30 - May 6 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taro Daniel | Loss | 2-6, 2-6 |
| Gazprom Hungarian Open | ||
| Surface: Red Clay | Date: Apr. 23 - Apr. 29 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Win | 6-7 (3-7), 7-5, 6-3 |
| Second Round | Matteo Berrettini | Win | 7-6 (7-2), 4-6, 6-4 |
| Quarterfinals | Lorenzo Sonego | Win | 6-3, 2-6, 6-2 |
| Semifinals | John Millman | Loss | 6-2, 6-7 (3-7), 6-7 (5-7) |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 6-4, 7-6 (7-3) |
| Second Round | Rafael Nadal | Loss | 1-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Loss | 5-7, 4-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andreas Haider-Maurer | Win | 7-5, 6-0 |
| Second Round | Pablo Carreno Busta | Win | 6-2, 5-7, 6-2 |
| Quarterfinals | Fabio Fognini | Loss | 7-6 (7-3), 3-6, 1-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jiri Vesely | Win | 6-0, 6-3 |
| Second Round | Albert Ramos-Vinolas | Win | 3-6, 7-5, 6-1 |
| Quarterfinals | Diego Schwartzman | Win | 6-4, 6-4 |
| Semifinals | Federico Delbonis | Win | 6-4, 2-6, 6-1 |
| Final | Dominic Thiem | Loss | 2-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roger Federer | Loss | 3-6, 4-6, 3-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Loss | 6-1, 6-7 (5-7), 3-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 7-5, 6-1 |
| Second Round | Dominic Thiem | Loss | 5-7, 4-6 |
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