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| European Open | ||
| Surface: Hard | Date: Oct. 15 - Oct. 21 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Cameron Norrie |
| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 7 - Oct. 14 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Loss | 3-6, 4-6 |
| Rakuten Japan Open Tennis Championships | ||
| Surface: Hard | Date: Oct. 1 - Oct. 7 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Daniil Medvedev | Loss | 4-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-2, 7-6 (8-6), 6-2 |
| Second Round | Jaume Munar | Win | 6-2, 6-0, 5-7, 6-2 |
| Third Round | Kei Nishikori | Loss | 4-6, 4-6, 7-5, 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 2-6, 6-4, 3-6 |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 6-1, 6-2 |
| Second Round | Sam Querrey | Win | 6-4, 3-6, 6-1 |
| Third Round | Marin Cilic | Loss | 3-6, 2-6 |
| German Tennis Championships | ||
| Surface: Red Clay | Date: Jul. 23 - Jul. 29 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Casper Ruud | Win | 6-4, 2-6, 6-2 |
| Second Round | Daniel Masur | Win | 6-2, 6-2 |
| Quarterfinals | Leonardo Mayer | Loss | 3-6, 6-4, 3-6 |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 16 - Jul. 22 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Simone Bolelli | Loss | 6-7 (8-10), 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 6-3, 6-2, 6-1 |
| Second Round | Jiri Vesely | Loss | 3-6, 4-6, 6-7 (3-7) |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 24 - Jun. 30 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Lukas Lacko | Loss | 6-4, 4-6, 5-7 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Calvin Hemery | Win | 6-1, 6-3, 6-1 |
| Second Round | Adam Pavlasek | Win | 6-1, 6-3, 6-1 |
| Third Round | Borna Coric | Win | 7-5, 6-3, 6-3 |
| Fourth Round | Kevin Anderson | Win | 1-6, 2-6, 7-5, 7-6(7-0), 6-2 |
| Quarterfinals | Rafael Nadal | Loss | 6-4, 3-6, 2-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Win | 6-4, 6-1 |
| Second Round | Benoit Paire | Loss | 6-2, 4-6, 2-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 6-1, 6-3 |
| Second Round | Feliciano Lopez | Win | 7-5, 2-6, 6-2 |
| Third Round | Rafael Nadal | Loss | 3-6, 4-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Maximilian Marterer | Loss | 4-6, 2-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Stefanos Tsitsipas | Loss | 2-6, 1-6 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 0-6, 6-2, 6-3 |
| Second Round | Richard Gasquet | Loss | 2-6, 1-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nicolas Jarry | Win | 6-3, 6-1 |
| Third Round | Milos Raonic | Loss | 6-7 (5-7), 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marcos Baghdatis | Loss | 5-7, 4-6 |
| Abierto Mexicano TELCEL | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 6-2, 6-4 |
| Second Round | Ryan Harrison | Loss | 3-6, 7-5, 4-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Casper Ruud | Win | 4-1 Retired |
| Second Round | Federico Delbonis | Win | 6-2, 6-3 |
| Quarterfinals | Gael Monfils | Win | 6-3, 6-4 |
| Semifinals | Nicolas Jarry | Win | 7-5, 6-2 |
| Final | Fernando Verdasco | Win | 6-2, 6-3 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Andreas Haider-Maurer | Win | 6-4, 6-3 |
| Second Round | Thomaz Bellucci | Win | 3-6, 6-3, 6-2 |
| Quarterfinals | Aljaz Bedene | Loss | 4-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 24 |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 2-6, 6-3, 5-7, 6-4, 11-9 |
| Second Round | Casper Ruud | Win | 6-4, 6-2, 6-3 |
| Third Round | Alexandr Dolgopolov | Win | 6-7 (1-7), 6-2, 6-3, 6-3 |
| Fourth Round | Rafael Nadal | Loss | 3-6, 7-6 (7-4), 3-6, 3-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Feliciano Lopez | Loss | 3-6, 6-7 (1-7) |
| Brisbane International presented by Suncorp | ||
| Surface: Hard | Date: Dec. 31 - Jan. 7 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Alexandr Dolgopolov | Loss | 4-6, 6-7 (3-7) |
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