| ||||||||||||||
| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 7 - Oct. 14 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Win | 6-3, 7-5 |
| Third Round | Marco Cecchinato | Win | 6-4, 6-0 |
| Quarterfinals | Kevin Anderson | Win | 7-6 (7-1), 6-3 |
| Semifinals | Alexander Zverev | Win | 6-2, 6-1 |
| Final | Borna Coric | Win | 6-3, 6-4 |
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | 6-3, 3-6, 6-4, 6-0 |
| Second Round | Tennys Sandgren | Win | 6-1, 6-3, 6-7 (2-7), 6-2 |
| Third Round | Richard Gasquet | Win | 6-2, 6-3, 6-3 |
| Fourth Round | Joao Sousa | Win | 6-3, 6-4, 6-3 |
| Quarterfinals | John Millman | Win | 6-3, 6-4, 6-4 |
| Semifinals | Kei Nishikori | Win | 6-3, 6-4, 6-2 |
| Final | Juan Martin Del Potro | Win | 6-3, 7-6 (7-4), 6-3 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Win | 6-4, 7-6 (7-4) |
| Second Round | Adrian Mannarino | Win | 4-6, 6-2, 6-1 |
| Third Round | Grigor Dimitrov | Win | 2-6, 6-3, 6-4 |
| Quarterfinals | Milos Raonic | Win | 7-5, 4-6, 6-3 |
| Semifinals | Marin Cilic | Win | 6-4, 3-6, 6-3 |
| Final | Roger Federer | Win | 6-4, 6-4 |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 6-3, 7-6 (7-3) |
| Second Round | Peter Polansky | Win | 6-3, 6-4 |
| Third Round | Stefanos Tsitsipas | Loss | 3-6, 7-6 (7-5), 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 6-3, 6-1, 6-2 |
| Second Round | Horacio Zeballos | Win | 6-1, 6-2, 6-3 |
| Third Round | Kyle Edmund | Win | 4-6, 6-3, 6-2, 6-4 |
| Fourth Round | Karen Khachanov | Win | 6-4, 6-2, 6-2 |
| Quarterfinals | Kei Nishikori | Win | 6-3, 3-6, 6-2, 6-2 |
| Semifinals | Rafael Nadal | Win | 6-4, 3-6, 7-6 (11-9), 3-6, 10-8 |
| Final | Kevin Anderson | Win | 6-2, 6-2, 7-6 (7-3) |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Win | 6-2, 6-1 |
| Second Round | Grigor Dimitrov | Win | 6-4, 6-1 |
| Quarterfinals | Adrian Mannarino | Win | 7-5, 6-1 |
| Semifinals | Jeremy Chardy | Win | 7-6 (7-5), 6-4 |
| Final | Marin Cilic | Loss | 7-5, 6-7 (4-7), 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 20 |
| Round | Opponent | W / L | Result |
| First Round | Rogerio Dutra Silva | Win | 6-3, 6-4, 6-4 |
| Second Round | Jaume Munar | Win | 7-6 (7-1), 6-4, 6-4 |
| Third Round | Roberto Bautista Agut | Win | 6-4, 6-7 (6-8), 7-6 (7-4), 6-2 |
| Fourth Round | Fernando Verdasco | Win | 6-3, 6-4, 6-2 |
| Quarterfinals | Marco Cecchinato | Loss | 3-6, 6-7 (4-7), 6-1, 6-7 (11-13) |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Alexandr Dolgopolov | Win | 6-1, 6-3 |
| Second Round | Nikoloz Basilashvili | Win | 6-4, 6-2 |
| Third Round | Albert Ramos-Vinolas | Win | 6-1, 7-5 |
| Quarterfinals | Kei Nishikori | Win | 2-6, 6-1, 6-3 |
| Semifinals | Rafael Nadal | Loss | 6-7 (4-7), 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Kei Nishikori | Win | 7-5, 6-4 |
| Second Round | Kyle Edmund | Loss | 3-6, 6-2, 3-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Martin Klizan | Loss | 2-6, 6-1, 3-6 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-0, 6-1 |
| Second Round | Borna Coric | Win | 7-6 (7-2), 7-5 |
| Third Round | Dominic Thiem | Loss | 7-6 (7-2), 2-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Benoit Paire | Loss | 3-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taro Daniel | Loss | 6-7 (3-7), 6-4, 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Donald Young | Win | 6-1, 6-2, 6-4 |
| Second Round | Gael Monfils | Win | 4-6, 6-3, 6-1, 6-3 |
| Third Round | Albert Ramos-Vinolas | Win | 6-2, 6-3, 6-3 |
| Fourth Round | Hyeon Chung | Loss | 6-7 (4-7), 5-7, 6-7 (3-7) |
