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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Benoit Paire | Win | 6-2, 6-3 |
| Third Round | Stan Wawrinka | Win | 7-5, 7-6 (7-4) |
| Quarterfinals | Marin Cilic | Win | 2-6, 6-4, 6-4 |
| Semifinals | Karen Khachanov | Win | 7-6 (7-3), 6-4 |
| Final | Stefanos Tsitsipas | Win | 6-2, 7-6 (7-4) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Dudi Sela | Win | 6-3, 6-3, 6-2 |
| Second Round | Mikhail Kukushkin | Win | 6-4, 6-3, 6-4 |
| Third Round | Alex De Minaur | Win | 6-1, 6-2, 6-4 |
| Fourth Round | Jiri Vesely | Win | 6-3, 6-3, 6-4 |
| Quarterfinals | Juan Martin Del Potro | Win | 7-5, 6-7 (7-9), 4-6, 6-4, 6-4 |
| Semifinals | Novak Djokovic | Loss | 4-6, 6-3, 6-7 (9-11), 6-3, 8-10 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Simone Bolelli | Win | 6-4, 6-3, 7-6 (11-9) |
| Second Round | Guido Pella | Win | 6-2, 6-1, 6-1 |
| Third Round | Richard Gasquet | Win | 6-3, 6-2, 6-2 |
| Fourth Round | Maximilian Marterer | Win | 6-3, 6-2, 7-6 (7-4) |
| Quarterfinals | Diego Schwartzman | Win | 4-6, 6-3, 6-2, 6-2 |
| Semifinals | Juan Martin Del Potro | Win | 6-4, 6-1, 6-2 |
| Final | Dominic Thiem | Win | 6-4, 6-3, 6-2 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Damir Dzumhur | Win | 6-1, 6-0 |
| Third Round | Denis Shapovalov | Win | 6-4, 6-1 |
| Quarterfinals | Fabio Fognini | Win | 4-6, 6-1, 6-2 |
| Semifinals | Novak Djokovic | Win | 7-6 (7-4), 6-3 |
| Final | Alexander Zverev | Win | 6-1, 1-6, 6-3 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gael Monfils | Win | 6-3, 6-1 |
| Third Round | Diego Schwartzman | Win | 6-3, 6-4 |
| Quarterfinals | Dominic Thiem | Loss | 5-7, 3-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Carballes Baena | Win | 6-4, 6-4 |
| Third Round | Guillermo Garcia-Lopez | Win | 6-1, 6-3 |
| Quarterfinals | Martin Klizan | Win | 6-0, 7-5 |
| Semifinals | David Goffin | Win | 6-4, 6-0 |
| Final | Stefanos Tsitsipas | Win | 6-2, 6-1 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aljaz Bedene | Win | 6-1, 6-3 |
| Third Round | Karen Khachanov | Win | 6-3, 6-2 |
| Quarterfinals | Dominic Thiem | Win | 6-0, 6-2 |
| Semifinals | Grigor Dimitrov | Win | 6-4, 6-1 |
| Final | Kei Nishikori | Win | 6-3, 6-2 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Victor Estrella Burgos | Win | 6-1, 6-1, 6-1 |
| Second Round | Leonardo Mayer | Win | 6-3, 6-4, 7-6 (7-4) |
| Third Round | Damir Dzumhur | Win | 6-1, 6-3, 6-1 |
| Fourth Round | Diego Schwartzman | Win | 6-3, 6-7 (4-7), 6-3, 6-3 |
| Quarterfinals | Marin Cilic | Loss | 6-3, 3-6, 7-6 (7-5), 2-6, 0-2 Retired |
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