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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Win | 1-6, 7-5, 7-6 (7-4) |
| Second Round | Jannik Sinner | Loss | 5-7, 1-3 Retired |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Botic van de Zandschulp | Loss | 1-6, 5-7 |
| Abierto de Tenis Mifel | ||
| Surface: Hard | Date: Aug. 1 - Aug. 6 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jordan Thompson | Win | 6-4, 6-2 |
| Quarterfinals | Brandon Nakashima | Win | 6-2, 6-4 |
| Semifinals | Daniil Medvedev | Loss | 6-7 (0-7), 1-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Win | 6-3, 2-6, 6-3, 6-4 |
| Second Round | Alejandro Tabilo | Win | 7-6 (7-4), 7-6 (7-3), 3-6, 6-3 |
| Third Round | Novak Djokovic | Loss | 0-6, 3-6, 4-6 |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Alex Molcan | Loss | 5-7, 4-6 |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Oscar Otte | Loss | 6-7 (5-7), 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Tomas Martin Etcheverry | Win | 6-3, 7-5, 6-3 |
| Second Round | Alexander Bublik | Win | 4-6, 7-5, 6-2, 6-1 |
| Third Round | Daniil Medvedev | Loss | 2-6, 4-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 2-6, 6-3, 6-7 (3-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 6-4, 7-5 |
| Second Round | Rafael Nadal | Loss | 1-6, 6-7 (4-7) |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Max Hans Rehberg | Win | 6-2, 6-3 |
| Second Round | Daniel Altmaier | Win | 6-2, 6-4 |
| Quarterfinals | Nikoloz Basilashvili | Win | 7-6 (7-5), 6-2 |
| Semifinals | Botic van de Zandschulp | Loss | 6-2, 6-7 (4-7), 4-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Win | 6-0, 6-3 |
| Second Round | John Millman | Win | 6-4, 7-6 (7-5) |
| Quarterfinals | Novak Djokovic | Loss | 6-4, 3-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Sock | Win | 7-6 (7-3), 6-4 |
| Second Round | Felix Auger-Aliassime | Win | 6-4, 6-2 |
| Third Round | Sebastian Korda | Win | 7-6 (7-4), 6-3 |
| Fourth Round | Taylor Fritz | Win | 3-6, 6-1, 6-4 |
| Quarterfinals | Carlos Alcaraz | Loss | 7-6 (7-5), 3-6, 6-7 (5-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Liam Broady | Win | 6-4, 4-6, 6-4 |
| Second Round | Marin Cilic | Win | 6-7 (7-9), 6-3, 7-6 (8-6) |
| Third Round | Botic van de Zandschulp | Win | 7-6 (7-3), 7-5 |
| Fourth Round | Matteo Berrettini | Win | 6-3, 6-7 (5-7), 6-4 |
| Quarterfinals | Taylor Fritz | Loss | 6-7 (5-7), 6-3, 1-6 |
| Chile Dove Men+Care Open | ||
| Surface: Red Clay | Date: Feb. 21 - Feb. 27 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 7-5, 6-1 |
| Second Round | Matheus Pucinelli De Almeida | Win | 6-2, 6-0 |
| Quarterfinals | Alejandro Tabilo | Loss | 1-6, 4-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 14 - Feb. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felipe Meligeni Rodrigues Alves | Win | 6-3, 6-0 |
| Second Round | Lorenzo Sonego | Win | 7-5, 6-4 |
| Quarterfinals | Francisco Cerundolo | Loss | 7-5, 2-6, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | 6-4, 1-6, 6-1 |
| Second Round | Francisco Cerundolo | Loss | 3-6, 6-3, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-4, 6-2, 6-1 |
| Second Round | Tommy Paul | Win | 7-6 (9-7), 7-5, 7-6 (10-8) |
| Third Round | Lorenzo Sonego | Win | 6-4, 6-7 (8-10), 6-2, 7-5 |
| Fourth Round | Gael Monfils | Loss | 5-7, 6-7 (4-7), 3-6 |
| Sydney Tennis Classic | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefano Travaglia | Win | 6-2, 6-3 |
| Second Round | Aslan Karatsev | Loss | 5-7, 4-6 |
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