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| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 6 - Oct. 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pablo Carreno Busta | Win | 7-6 (7-3), 6-3 |
| Third Round | Nikoloz Basilashvili | Win | 6-3, 6-4 |
| Quarterfinals | Matteo Berrettini | Loss | 6-7 (8-10), 4-6 |
| China Open | ||
| Surface: Hard | Date: Sep. 28 - Oct. 6 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Win | 6-4, 6-1 |
| Second Round | Zhizhen Zhang | Win | 6-3, 6-3 |
| Quarterfinals | Andy Murray | Win | 6-2, 7-6 (7-3) |
| Semifinals | Karen Khachanov | Win | 2-6, 7-6 (7-5), 7-5 |
| Final | Stefanos Tsitsipas | Win | 3-6, 6-4, 6-1 |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Loss | 4-6, 6-3, 3-6, 2-6 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Shapovalov | Win | 6-4, 3-6, 6-3 |
| Third Round | Marin Cilic | Win | 7-6 (9-7), 6-4 |
| Quarterfinals | Daniil Medvedev | Loss | 3-6, 1-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Sebastian Ofner | Win | 6-3, 6-2 |
| Quarterfinals | Pablo Andujar | Win | 7-6 (7-4), 6-4 |
| Semifinals | Lorenzo Sonego | Win | 6-3, 7-6 (8-6) |
| Final | Albert Ramos-Vinolas | Win | 7-6 (7-0), 6-1 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 6-3, 7-6 (7-3) |
| Second Round | Marton Fucsovics | Win | 7-5, 6-1 |
| Quarterfinals | Andrey Rublev | Loss | 6-7 (3-7), 6-7 (5-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Loss | 7-6 (7-4), 6-7 (1-7), 3-6, 0-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Win | 6-4, 4-6, 7-6 (7-5), 6-2 |
| Second Round | Alexander Bublik | Win | 6-3, 6-7 (6-8), 6-3, 7-5 |
| Third Round | Pablo Cuevas | Win | 6-3, 4-6, 6-2, 7-5 |
| Fourth Round | Gael Monfils | Win | 6-4, 6-4, 6-2 |
| Quarterfinals | Karen Khachanov | Win | 6-2, 6-4, 6-2 |
| Semifinals | Novak Djokovic | Win | 6-2, 3-6, 7-5, 5-7, 7-5 |
| Final | Rafael Nadal | Loss | 3-6, 7-5, 1-6, 1-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Fernando Verdasco | Loss | 6-4, 4-6, 5-7 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Reilly Opelka | Win | 6-7 (2-7), 6-3, 1-0 Retired |
| Third Round | Fabio Fognini | Win | 6-4, 7-5 |
| Quarterfinals | Roger Federer | Win | 3-6, 7-6 (13-11), 6-4 |
| Semifinals | Novak Djokovic | Loss | 6-7 (2-7), 6-7 (4-7) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Diego Schwartzman | Win | 6-3, 6-3 |
| Third Round | Jaume Munar | Win | 7-5, 6-1 |
| Quarterfinals | Guido Pella | Win | 7-5, 6-2 |
| Semifinals | Rafael Nadal | Win | 6-4, 6-4 |
| Final | Daniil Medvedev | Win | 6-4, 6-0 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Martin Klizan | Win | 6-1, 6-4 |
| Third Round | Dusan Lajovic | Loss | 3-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hubert Hurkacz | Loss | 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jordan Thompson | Win | 6-4, 7-5 |
| Third Round | Gilles Simon | Win | 6-3, 6-1 |
| Fourth Round | Ivo Karlovic | Win | 6-4, 6-3 |
| Quarterfinals | Gael Monfils | Win | Retired |
| Semifinals | Milos Raonic | Win | 7-6 (7-3), 6-7 (3-7), 6-4 |
| Final | Roger Federer | Win | 3-6, 6-3, 7-5 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss | 3-6, 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Maximilian Marterer | Win | 6-4, 6-4 |
| Quarterfinals | Pablo Cuevas | Win | 4-6, 6-4, 6-3 |
| Semifinals | Diego Schwartzman | Loss | 6-2, 4-6, 6-7 (5-7) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-4, 6-3, 5-7, 1-6, 6-3 |
| Second Round | Alexei Popyrin | Loss | 5-7, 4-6, 0-2 Retired |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 3-6, 5-7 |
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