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| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jenson Brooksby | Win | 6-4, 3-6, 6-1 |
| Third Round | Andy Murray | Win | 6-4, 7-6 (7-4) |
| Fourth Round | Gael Monfils | Win | 6-1, 6-3 |
| Quarterfinals | Taylor Fritz | Loss | 6-4, 3-6, 6-7 (3-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Win | 6-4, 7-5, 6-2 |
| Second Round | Albert Ramos-Vinolas | Win | 6-1, 6-0, 6-3 |
| Third Round | Jack Sock | Win | 3-6, 6-2, 6-3, 2-1 Retired |
| Fourth Round | Jannik Sinner | Win | 6-4, 6-4, 7-6 (9-7) |
| Quarterfinals | Lloyd Harris | Win | 7-6 (8-6), 6-3, 6-4 |
| Semifinals | Novak Djokovic | Loss | 6-4, 2-6, 4-6, 6-4, 2-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Lloyd Harris | Win | 7-6 (7-3), 6-2 |
| Third Round | Guido Pella | Win | 6-2, 6-3 |
| Quarterfinals | Casper Ruud | Win | 6-1, 6-3 |
| Semifinals | Stefanos Tsitsipas | Win | 6-4, 3-6, 7-6 (7-4) |
| Final | Andrey Rublev | Win | 6-2, 6-3 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Tallon Griekspoor | Win | 6-3, 6-4, 6-1 |
| Second Round | Tennys Sandgren | Win | 7-5, 6-2, 6-3 |
| Third Round | Taylor Fritz | Win | 6-7 (3-7), 6-4, 6-3, 7-6(7-4) |
| Fourth Round | Felix Auger-Aliassime | Loss | 4-6, 6-7 (6-8), 6-3, 6-3, 4-6 |
| NOVENTI OPEN | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Win | 6-4, 3-6, 6-3 |
| Second Round | Ugo Humbert | Loss | 6-7 (4-7), 6-3, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Oscar Otte | Win | 3-6, 3-6, 6-2, 6-2, 6-0 |
| Second Round | Roman Safiullin | Win | 7-6 (7-4), 6-3, 7-6 (7-1) |
| Third Round | Laslo Djere | Win | 6-2, 7-5, 6-2 |
| Fourth Round | Kei Nishikori | Win | 6-4, 6-1, 6-1 |
| Quarterfinals | Alejandro Davidovich Fokina | Win | 6-4, 6-1, 6-1 |
| Semifinals | Stefanos Tsitsipas | Loss | 3-6, 3-6, 6-4, 6-4, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hugo Dellien | Win | 6-2, 6-2 |
| Third Round | Kei Nishikori | Win | 4-6, 6-3, 6-4 |
| Quarterfinals | Rafael Nadal | Loss | 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Kei Nishikori | Win | 6-3, 6-2 |
| Third Round | Daniel Evans | Win | 6-3, 7-6 (7-3) |
| Quarterfinals | Rafael Nadal | Win | 6-4, 6-4 |
| Semifinals | Dominic Thiem | Win | 6-3, 6-4 |
| Final | Matteo Berrettini | Win | 6-7 (8-10), 6-4, 6-3 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ricardas Berankis | Win | 6-2, 6-4 |
| Quarterfinals | Ilya Ivashka | Loss | 7-6 (7-5), 5-7, 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Lorenzo Sonego | Win | 6-3, 6-3 |
| Third Round | David Goffin | Loss | 4-6, 6-7 (7-9) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Loss | 6-1, 3-6, 1-6 |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Mar. 15 - Mar. 20 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Carlos Alcaraz | Win | 6-3, 6-1 |
| Second Round | Laslo Djere | Win | 6-4, 6-3 |
| Quarterfinals | Casper Ruud | Win | Retired |
| Semifinals | Dominik Koepfer | Win | 6-4, 7-6 (7-5) |
| Final | Stefanos Tsitsipas | Win | 6-4, 7-6 (7-3) |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Loss | 5-7, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | 6-7 (8-10), 7-6 (7-5), 6-3, 6-2 |
| Second Round | Maxime Cressy | Win | 7-5, 6-4, 6-3 |
| Third Round | Adrian Mannarino | Win | 6-3, 6-3, 6-1 |
| Fourth Round | Dusan Lajovic | Win | 6-4, 7-6 (7-5), 6-3 |
| Quarterfinals | Novak Djokovic | Loss | 7-6 (8-6), 2-6, 4-6, 6-7 (6-8) |
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