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| Nitto ATP Finals | ||
| Surface: Hard | Date: Nov. 10 - Nov. 17 | Seed: 6 |
| Round | Opponent | W / L | Result |
| Round Robin | Daniil Medvedev | Win | 7-6 (7-5), 6-4 6-3, 6-2 |
| Round Robin | Alexander Zverev | Win | 7-6 (7-5), 6-4 6-3, 6-2 |
| Round Robin | Rafael Nadal | 7-6 (7-5), 6-4 6-3, 6-2 |
| Rolex Paris Masters | ||
| Surface: Hard | Date: Oct. 28 - Nov. 3 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taylor Fritz | Win | 7-6 (7-3), 6-3 |
| Third Round | Alex De Minaur | Win | 6-3, 6-4 |
| Quarterfinals | Novak Djokovic | Loss | 1-6, 2-6 |
| Swiss Indoors Basel | ||
| Surface: Hard | Date: Oct. 21 - Oct. 27 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 6-3, 7-6 (8-6) |
| Second Round | Ricardas Berankis | Win | 6-7 (4-7), 6-2, 6-4 |
| Quarterfinals | Filip Krajinovic | Win | 3-6, 6-4, 6-4 |
| Semifinals | Roger Federer | Loss | 4-6, 4-6 |
| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 6 - Oct. 13 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Felix Auger-Aliassime | Win | 7-6 (7-3), 7-6 (7-3) |
| Third Round | Hubert Hurkacz | Win | 7-5, 3-6, 7-6 (7-5) |
| Quarterfinals | Novak Djokovic | Win | 3-6, 7-5, 6-3 |
| Semifinals | Daniil Medvedev | Loss | 6-7 (5-7), 5-7 |
| China Open | ||
| Surface: Hard | Date: Sep. 28 - Oct. 6 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 4-6, 6-3, 6-4 |
| Second Round | Nikoloz Basilashvili | Win | 4-6, 6-3, 6-2 |
| Quarterfinals | John Isner | Win | 7-6 (7-3), 6-3 |
| Semifinals | Alexander Zverev | Win | 7-6 (8-6), 6-4 |
| Final | Dominic Thiem | Loss | 6-3, 4-6, 1-6 |
| Zhuhai Open | ||
| Surface: Hard | Date: Sep. 23 - Sep. 29 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Adrian Mannarino | Loss | 6-3, 5-7, 0-0 Retired |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss | 4-6, 7-6 (7-5), 6-7 (7-9), 5-7 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jan-Lennard Struff | Loss | 4-6, 7-6 (7-5), 6-7 (6-8) |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hubert Hurkacz | Loss | 4-6, 6-3, 3-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 29 - Aug. 4 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tommy Paul | Win | 6-3, 7-5 |
| Third Round | Jordan Thompson | Win | 6-3, 7-6 (7-4) |
| Quarterfinals | Benoit Paire | Win | 7-5, 6-0 |
| Semifinals | Nick Kyrgios | Loss | 4-6, 6-3, 6-7 (7-9) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Loss | 4-6, 6-3, 4-6, 7-6 (10-8), 3-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 6-3, 7-5 |
| Second Round | Jeremy Chardy | Win | 4-6, 7-6 (7-0), 7-6 (7-4) |
| Quarterfinals | Felix Auger-Aliassime | Loss | 5-7, 2-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nicolas Jarry | Loss | 4-6, 6-3, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Maximilian Marterer | Win | 6-2, 6-2, 7-6 (7-4) |
| Second Round | Hugo Dellien | Win | 4-6, 6-0, 6-3, 7-5 |
| Third Round | Filip Krajinovic | Win | 7-5, 6-3, 6-7 (5-7), 7-6(8-6) |
| Fourth Round | Stan Wawrinka | Loss | 6-7 (6-8), 7-5, 4-6, 6-3, 6-8 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jannik Sinner | Win | 6-3, 6-2 |
| Third Round | Fabio Fognini | Win | 6-4, 6-3 |
| Quarterfinals | Roger Federer | Win | Retired |
| Semifinals | Rafael Nadal | Loss | 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Adrian Mannarino | Win | 6-2, 7-5 |
| Third Round | Fernando Verdasco | Win | 6-3, 6-4 |
| Quarterfinals | Alexander Zverev | Win | 7-5, 3-6, 6-2 |
| Semifinals | Rafael Nadal | Win | 6-4, 2-6, 6-3 |
| Final | Novak Djokovic | Loss | 3-6, 4-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guido Andreozzi | Win | 6-3, 6-4 |
| Quarterfinals | Joao Domingues | Win | 7-6 (7-3), 6-4 |
| Semifinals | David Goffin | Win | 3-6, 6-4, 6-4 |
| Final | Pablo Cuevas | Win | 6-3, 7-6 (7-4) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marton Fucsovics | Win | 6-3, 6-4 |
| Third Round | Jan-Lennard Struff | Loss | 4-6, 6-3, 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mikhail Kukushkin | Win | 6-3, 7-5 |
| Third Round | Daniil Medvedev | Loss | 2-6, 6-1, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mackenzie McDonald | Win | 7-6 (7-4), 6-1 |
| Third Round | Leonardo Mayer | Win | 6-4, 6-4 |
| Fourth Round | Denis Shapovalov | Loss | 6-4, 3-6, 6-7 (3-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Felix Auger-Aliassime | Loss | 4-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 25 - Mar. 2 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Matthew Ebden | Win | 6-4, 3-6, 6-3 |
| Second Round | Egor Gerasimov | Win | 6-3, 6-1 |
| Quarterfinals | Hubert Hurkacz | Win | 7-6 (7-4), 6-7 (1-7), 6-1 |
| Semifinals | Gael Monfils | Win | 4-6, 7-6 (7-4), 7-6 (7-4) |
| Final | Roger Federer | Loss | 4-6, 4-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hubert Hurkacz | Win | 6-4, 6-2 |
| Quarterfinals | Sergiy Stakhovsky | Win | 6-4, 6-3 |
| Semifinals | David Goffin | Win | 7-6 (7-1), 6-2 |
| Final | Mikhail Kukushkin | Win | 7-5, 7-6 (7-5) |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Loss | 4-6, 6-1, 5-7 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jan-Lennard Struff | Win | 7-6 (7-5), 6-4 |
| Quarterfinals | Gael Monfils | Loss | 3-6, 6-7 (5-7) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Matteo Berrettini | Win | 6-7 (3-7), 6-4, 6-3, 7-6(7-4) |
| Second Round | Viktor Troicki | Win | 6-3, 2-6, 6-2, 7-5 |
| Third Round | Nikoloz Basilashvili | Win | 6-3, 3-6, 7-6 (9-7), 6-4 |
| Fourth Round | Roger Federer | Win | 6-7 (11-13), 7-6 (7-3), 7-5, 7-6(7-5) |
| Quarterfinals | Roberto Bautista Agut | Win | 7-5, 4-6, 6-4, 7-6(7-2) |
| Semifinals | Rafael Nadal | Loss | 2-6, 4-6, 0-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guido Andreozzi | Win | 6-3, 6-4 |
| Quarterfinals | Andreas Seppi | Loss | 6-4, 4-6, 4-6 |
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