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| Rolex Paris Masters | ||
| Surface: Hard | Date: Nov. 1 - Nov. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 3-6, 6-7 (2-7) |
| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss | 2-6, 3-6 |
| European Open | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 3-6, 6-3, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | 6-1, 6-3 |
| Second Round | Felix Auger-Aliassime | Win | 6-4, 6-2 |
| Third Round | Nikoloz Basilashvili | Loss | 6-4, 6-7 (2-7), 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Win | 6-1, 5-7, 5-7, 7-5, 6-4 |
| Second Round | Alexander Zverev | Loss | 1-6, 0-6, 3-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mikael Ymer | Loss | 3-6, 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | 4-6, 6-4, 6-4 |
| Second Round | Matteo Berrettini | Loss | 7-6 (7-5), 3-6, 5-7 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss | 2-6, 6-4, 3-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 26 - Jul. 31 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gianluca Mager | Loss | 6-7 (3-7), 6-1, 5-7 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Duje Ajdukovic | Win | 7-5, 6-4 |
| Quarterfinals | Stefano Travaglia | Win | 6-2, 6-1 |
| Semifinals | Carlos Alcaraz | Loss | 2-6, 6-7 (3-7) |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 12 - Jul. 18 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Federico Delbonis | Loss | 3-6, 6-7 (4-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Loss | 6-7 (4-7), 2-6, 4-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 21 - Jun. 26 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss | 4-6, 3-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 6-4, 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Loss | 6-1, 6-7 (6-8), 4-6, 4-6 |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Norbert Gombos | Loss | 3-6, 7-6 (7-4), 2-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | 7-5, 5-7, 6-4 |
| Second Round | Federico Delbonis | Loss | 6-7 (5-7), 3-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 6-3, 6-3 |
| Second Round | Pierre-Hugues Herbert | Win | 6-2, 7-6 (7-3) |
| Quarterfinals | Corentin Moutet | Win | 6-4, 6-3 |
| Semifinals | Alejandro Davidovich Fokina | Win | 6-1, 6-4 |
| Final | Cameron Norrie | Win | 4-6, 6-3, 7-6 (7-3) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Holger Vitus Nodskov Rune | Win | 6-7 (2-7), 6-1, 7-6 (7-2) |
| Second Round | Adrian Mannarino | Win | 6-4, 6-4 |
| Third Round | Andrey Rublev | Loss | 4-6, 7-6 (7-4), 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jannik Sinner | Loss | 3-6, 4-6 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ricardas Berankis | Win | 6-3, 4-6, 6-3 |
| Quarterfinals | Norbert Gombos | Win | 6-7 (4-7), 7-5, 6-4 |
| Semifinals | Pablo Carreno Busta | Loss | 1-6, 6-3, 6-7 (5-7) |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 3-6, 6-3, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Mar. 1 - Mar. 7 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Holger Vitus Nodskov Rune | Win | 2-6, 6-4, 6-3 |
| Second Round | Dominik Koepfer | Win | 7-5, 6-4 |
| Quarterfinals | Sumit Nagal | Win | 4-6, 6-2, 7-5 |
| Semifinals | Francisco Cerundolo | Loss | 6-7 (5-7), 6-3, 2-6 |
| Cordoba Open | ||
| Surface: Red Clay | Date: Feb. 22 - Feb. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 4-6, 6-2, 6-2 |
| Second Round | Tomas Martin Etcheverry | Win | 2-6, 7-6 (7-5), 7-5 |
| Quarterfinals | Diego Schwartzman | Win | 6-1, 4-6, 6-3 |
| Semifinals | Facundo Bagnis | Win | 7-5, 5-7, 6-3 |
| Final | Juan Manuel Cerundolo | Loss | 0-6, 6-2, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Loss | 6-7 (6-8), 6-3, 2-6, 6-7 (6-8) |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Blake Mott | Win | 6-2, 6-4 |
| Second Round | Corentin Moutet | Loss | 4-6, 4-6 |
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