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| European Open | ||
| Surface: Hard | Date: Oct. 15 - Oct. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 6-4, 7-6 (7-5) |
| Second Round | Jan-Lennard Struff | Loss | 1-6, 6-3, 6-7 (3-7) |
| China Open | ||
| Surface: Hard | Date: Sep. 29 - Oct. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | 7-5, 5-7, 7-5 |
| Second Round | Filip Krajinovic | Loss | 6-7 (5-7), 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 2-6, 5-7, 4-6 |
| Abierto Mexicano de Tenis Mifel presentado por Cinemex | ||
| Surface: Hard | Date: Jul. 30 - Aug. 4 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Mohamed Safwat | Win | 7-6 (7-3), 6-4 |
| Second Round | Cameron Norrie | Loss | 3-6, 3-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 23 - Jul. 29 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-3, 7-6 (7-3) |
| Second Round | Oriol Roca Batalla | Win | 4-6, 7-6 (7-4), 6-4 |
| Quarterfinals | Matteo Berrettini | Loss | 4-6, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-3, 6-4, 6-2 |
| Second Round | Juan Martin Del Potro | Loss | 4-6, 1-6, 2-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | 6-3, 6-7 (7-9), 6-3 |
| Second Round | Milos Raonic | Win | Retired |
| Quarterfinals | Nick Kyrgios | Loss | 6-7 (5-7), 6-7 (3-7) |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 11 - Jun. 17 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Viktor Troicki | Win | 6-1, 0-0 Retired |
| Second Round | Gilles Simon | Win | 7-6 (8-6), 6-4 |
| Quarterfinals | Nick Kyrgios | Loss | 4-6, 6-3, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Sergiy Stakhovsky | Loss | 2-6, 4-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kei Nishikori | Loss | 6-7 (5-7), 4-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Andujar | Win | 7-6 (7-4), 6-3 |
| Second Round | Diego Schwartzman | Loss | 5-7, 6-2, 2-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Dusan Lajovic | Win | 6-4, 2-6, 6-4 |
| Third Round | Martin Klizan | Loss | 1-6, 4-6 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 5-7, 7-6 (7-5), 6-4 |
| Second Round | Roberto Bautista Agut | Loss | 3-6, 6-7 (5-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jared Donaldson | Loss | 4-6, 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ernesto Escobedo | Win | 6-4, 6-3 |
| Third Round | Jack Sock | Win | 7-6 (8-6), 4-6, 6-4 |
| Fourth Round | Sam Querrey | Loss | 3-6, 4-6 |
| Abierto Mexicano TELCEL | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Win | 4-6, 6-3, 6-4 |
| Second Round | Thanasi Kokkinakis | Win | 6-3, 6-4 |
| Quarterfinals | Jared Donaldson | Loss | 3-6, 1-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 12 - Feb. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Martin Klizan | Win | 6-3, 7-6 (7-4) |
| Second Round | David Goffin | Loss | 1-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Loss | 3-6, 4-6, 2-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aleksandar Vukic | Win | 4-6, 7-6 (7-5), 6-3 |
| Second Round | Diego Schwartzman | Win | 6-3, 7-6 (7-1) |
| Quarterfinals | Alex De Minaur | Loss | 4-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Guillermo Garcia-Lopez | Win | 6-4, 5-7, 7-6 (7-3) |
| Second Round | Mirza Basic | Loss | 4-6, 6-7 (2-7) |
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