Sports News
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| Nitto ATP Finals | ||
| Surface: Hard | Date: Nov. 13 - Nov. 20 | Seed: 4 |
| Round | Opponent | W / L | Result |
| Round Robin | Andrey Rublev | Loss | 7-6 (9-7), 3-6, 6-7 (7-9) 3-6, 7-6 (13-11), 6-7 (1-7) 3-6, 7-6 (7-5), 6-7 (2-7) |
| Round Robin | Stefanos Tsitsipas | Loss | 7-6 (9-7), 3-6, 6-7 (7-9) 3-6, 7-6 (13-11), 6-7 (1-7) 3-6, 7-6 (7-5), 6-7 (2-7) |
| Round Robin | Novak Djokovic | Loss | 7-6 (9-7), 3-6, 6-7 (7-9) 3-6, 7-6 (13-11), 6-7 (1-7) 3-6, 7-6 (7-5), 6-7 (2-7) |
| Rolex Paris Masters | ||
| Surface: Hard | Date: Oct. 31 - Nov. 6 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alex de Minaur | Loss | 4-6, 6-2, 5-7 |
| Erste Bank Open 500 | ||
| Surface: Hard | Date: Oct. 24 - Oct. 30 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Win | 6-2, 6-2 |
| Second Round | Dominic Thiem | Win | 6-3, 6-3 |
| Quarterfinals | Jannik Sinner | Win | 6-4, 6-2 |
| Semifinals | Grigor Dimitrov | Win | 6-4, 6-2 |
| Final | Denis Shapovalov | Win | 4-6, 6-3, 6-2 |
| The Astana Open | ||
| Surface: Hard | Date: Oct. 3 - Oct. 9 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 6-3, 6-1 |
| Second Round | Emil Ruusuvuori | Win | 6-3, 6-2 |
| Quarterfinals | Roberto Bautista Agut | Win | 6-1, 6-1 |
| Semifinals | Novak Djokovic | Loss | 6-4, 6-7 (6-8), 0-0 Retired |
| Moselle Open | ||
| Surface: Hard | Date: Sep. 19 - Sep. 25 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Stan Wawrinka | Loss | 4-6, 7-6 (9-7), 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Stefan Kozlov | Win | 6-2, 6-4, 6-0 |
| Second Round | Arthur Rinderknech | Win | 6-2, 7-5, 6-3 |
| Third Round | Yibing Wu | Win | 6-4, 6-2, 6-2 |
| Fourth Round | Nick Kyrgios | Loss | 6-7 (11-13), 6-3, 3-6, 2-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Botic van de Zandschulp | Win | |
| Third Round | Denis Shapovalov | Win | |
| Quarterfinals | Taylor Fritz | Win | |
| Semifinals | Stefanos Tsitsipas | Loss |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nick Kyrgios | Loss |
| Abierto de Tenis Mifel | ||
| Surface: Hard | Date: Aug. 1 - Aug. 6 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Rinky Hijikata | Win | |
| Quarterfinals | Ricardas Berankis | Win | |
| Semifinals | Miomir Kecmanovic | Win | |
| Final | Cameron Norrie | Win |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aslan Karatsev | Win | |
| Quarterfinals | Roberto Bautista Agut | Loss |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | |
| Second Round | Ilya Ivashka | Win | |
| Quarterfinals | Roberto Bautista Agut | Win | |
| Semifinals | Oscar Otte | Win | |
| Final | Hubert Hurkacz | Loss |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gilles Simon | Win | |
| Quarterfinals | Ilya Ivashka | Win | |
| Semifinals | Adrian Mannarino | Win | |
| Final | Tim Van Rijthoven | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Facundo Bagnis | Win | |
| Second Round | Laslo Djere | Win | |
| Third Round | Miomir Kecmanovic | Win | |
| Fourth Round | Marin Cilic | Loss |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Richard Gasquet | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Andy Murray | Win | |
| Third Round | Pedro Martinez | Win | |
| Fourth Round | Jenson Brooksby | Win | |
| Quarterfinals | Hubert Hurkacz | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tomas Machac | Win | |
| Third Round | Gael Monfils | Loss |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | |
| Second Round | Pablo Andujar | Win | |
| Quarterfinals | Yoshihito Nishioka | Win | |
| Semifinals | Rafael Nadal | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Win | |
| Second Round | Nick Kyrgios | Win | |
| Third Round | Botic van de Zandschulp | Win | |
| Fourth Round | Maxime Cressy | Win | |
| Quarterfinals | Felix Auger-Aliassime | Win | |
| Semifinals | Stefanos Tsitsipas | Win | |
| Final | Rafael Nadal | Loss |
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