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| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Win | 6-2, 6-1, 6-2 |
| Second Round | Juan Pablo Varillas | Win | 6-1, 6-2, 6-2 |
| Third Round | Jakub Mensik | Win | 6-1, 6-2, 6-0 |
| Fourth Round | Dominic Stricker | Win | 7-6 (7-2), 6-4, 6-4 |
| Quarterfinals | Novak Djokovic | Loss | 1-6, 4-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Jiri Lehecka | Win | 7-6 (16-14), 6-2 |
| Second Round | Lorenzo Sonego | Win | 6-4, 7-6 (7-1) |
| Third Round | Dusan Lajovic | Win | 5-0 Retired |
| Quarterfinals | Novak Djokovic | Loss | 0-6, 4-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ugo Humbert | Win | 7-6 (9-7), 3-6, 6-3 |
| Third Round | Alex De Minaur | Loss | 6-7 (7-9), 6-4, 1-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Zachary Svajda | Win | 6-3, 6-3 |
| Third Round | Andy Murray | Win | 6-7 (2-7), 6-3, 6-4 |
| Quarterfinals | Jordan Thompson | Win | 6-3, 6-3 |
| Semifinals | Tallon Griekspoor | Loss | 6-3, 3-6, 2-6 |
| Truist Atlanta Open presented by Fiserv | ||
| Surface: Hard | Date: Jul. 24 - Jul. 30 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yibing Wu | Win | 6-4, 7-6 (7-5) |
| Quarterfinals | Kei Nishikori | Win | 6-4, 6-2 |
| Semifinals | J.J. Wolf | Win | 6-3, 7-5 |
| Final | Aleksandar Vukic | Win | 7-5, 6-7 (5-7), 6-4 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Win | |
| Second Round | Mikael Ymer | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mackenzie McDonald | Loss |
| Cinch Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Win | |
| Second Round | Adrian Mannarino | Loss |
| Boss Open | ||
| Surface: Grass | Date: Jun. 12 - Jun. 18 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aslan Karatsev | Win | |
| Quarterfinals | Marton Fucsovics | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Michael Mmoh | Win | |
| Second Round | Arthur Rinderknech | Win | |
| Third Round | Francisco Cerundolo | Loss |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marcos Giron | Win | |
| Quarterfinals | Ilya Ivashka | Win | |
| Semifinals | Grigor Dimitrov | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Yannick Hanfmann | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christopher O'Connell | Win | |
| Third Round | Cristian Garin | Win | |
| Fourth Round | Zhizhen Zhang | Loss |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 17 - Apr. 23 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marton Fucsovics | Win | |
| Quarterfinals | Dominic Thiem | Win | |
| Semifinals | Botic Van De Zandschulp | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Stan Wawrinka | Win | |
| Third Round | Jiri Lehecka | Win | |
| Quarterfinals | Stefanos Tsitsipas | Win | |
| Semifinals | Andrey Rublev | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emilio Nava | Win | |
| Third Round | Denis Shapovalov | Win | |
| Fourth Round | Holger Rune | Win | |
| Quarterfinals | Carlos Alcaraz | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 19 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ben Shelton | Win | |
| Third Round | Sebastian Baez | Win | |
| Fourth Round | Marton Fucsovics | Win | |
| Quarterfinals | Jannik Sinner | Loss |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Feb. 26 - Mar. 4 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | John Isner | Win | |
| Second Round | Denis Shapovalov | Win | |
| Quarterfinals | Frances Tiafoe | Win | |
| Semifinals | Tommy Paul | Loss |
| Delray Beach Open | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emilio Gomez | Win | |
| Quarterfinals | Adrian Mannarino | Win | |
| Semifinals | Mackenzie McDonald | Win | |
| Final | Miomir Kecmanovic | Win |
| Dallas Open | ||
| Surface: Hard | Date: Feb. 6 - Feb. 12 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jack Sock | Win | |
| Quarterfinals | Marcos Giron | Win | |
| Semifinals | Yibing Wu | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Win | |
| Second Round | Alexei Popyrin | Loss |
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