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| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Holger Vitus Nodskov Rune | Win | 6-1, 6-7 (5-7), 6-2, 6-1 |
| Second Round | Tallon Griekspoor | Win | 6-2, 6-3, 6-2 |
| Third Round | Kei Nishikori | Win | 6-7 (4-7), 6-3, 6-3, 6-2 |
| Fourth Round | Jenson Brooksby | Win | 1-6, 6-3, 6-2, 6-2 |
| Quarterfinals | Matteo Berrettini | Win | 5-7, 6-2, 6-2, 6-3 |
| Semifinals | Alexander Zverev | Win | 4-6, 6-2, 6-4, 4-6, 6-2 |
| Final | Daniil Medvedev | Loss | 4-6, 4-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Jack Draper | Win | 4-6, 6-1, 6-2, 6-2 |
| Second Round | Kevin Anderson | Win | 6-3, 6-3, 6-3 |
| Third Round | Denis Kudla | Win | 6-4, 6-3, 7-6 (9-7) |
| Fourth Round | Cristian Garin | Win | 6-2, 6-4, 6-2 |
| Quarterfinals | Marton Fucsovics | Win | 6-3, 6-4, 6-4 |
| Semifinals | Denis Shapovalov | Win | 7-6 (7-3), 7-5, 7-5 |
| Final | Matteo Berrettini | Win | 6-7 (4-7), 6-4, 6-4, 6-3 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 6-2, 6-4, 6-2 |
| Second Round | Pablo Cuevas | Win | 6-3, 6-2, 6-4 |
| Third Round | Ricardas Berankis | Win | 6-1, 6-4, 6-1 |
| Fourth Round | Lorenzo Musetti | Win | 6-7 (7-9), 6-7 (2-7), 6-1, 6-0, 4-0 Retired |
| Quarterfinals | Matteo Berrettini | Win | 6-3, 6-2, 6-7 (5-7), 7-5 |
| Semifinals | Rafael Nadal | Win | 3-6, 6-3, 7-6 (7-4), 6-2 |
| Final | Stefanos Tsitsipas | Win | 6-7 (6-8), 2-6, 6-3, 6-2, 6-4 |
| Serbia Open | ||
| Surface: Red Clay | Date: May 16 - May 29 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mats Moraing | Win | 6-2, 7-6 (7-4) |
| Quarterfinals | Federico Coria | Win | 6-1, 6-0 |
| Semifinals | Andrej Martin | Win | 6-1, 4-6, 6-0 |
| Final | Alex Molcan | Win | 6-4, 6-3 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taylor Fritz | Win | 6-3, 7-6 (7-5) |
| Third Round | Alejandro Davidovich Fokina | Win | 6-2, 6-1 |
| Quarterfinals | Stefanos Tsitsipas | Win | 4-6, 7-5, 7-5 |
| Semifinals | Lorenzo Sonego | Win | 6-3, 6-7 (5-7), 6-2 |
| Final | Rafael Nadal | Loss | 5-7, 6-1, 3-6 |
| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Soon Woo Kwon | Win | 6-1, 6-3 |
| Quarterfinals | Miomir Kecmanovic | Win | 6-1, 6-3 |
| Semifinals | Aslan Karatsev | Loss | 5-7, 6-4, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jannik Sinner | Win | 6-4, 6-2 |
| Third Round | Daniel Evans | Loss | 4-6, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Win | 6-3, 6-1, 6-2 |
| Second Round | Frances Tiafoe | Win | 6-3, 6-7 (3-7), 7-6 (7-2), 6-3 |
| Third Round | Taylor Fritz | Win | 7-6 (7-1), 6-4, 3-6, 4-6, 6-2 |
| Fourth Round | Milos Raonic | Win | 7-6 (7-4), 4-6, 6-1, 6-4 |
| Quarterfinals | Alexander Zverev | Win | 6-7 (6-8), 6-2, 6-4, 7-6(8-6) |
| Semifinals | Aslan Karatsev | Win | 6-3, 6-4, 6-2 |
| Final | Daniil Medvedev | Win | 7-5, 6-2, 6-2 |
