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| Rolex Paris Masters | ||
| Surface: Hard | Date: Oct. 31 - Nov. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Loss | 6-3, 3-6, 4-6 |
| Erste Bank Open 500 | ||
| Surface: Hard | Date: Oct. 24 - Oct. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Quentin Halys | Win | 3-6, 7-5, 6-3 |
| Second Round | Stefanos Tsitsipas | Win | 4-6, 6-4, 7-6 (7-4) |
| Quarterfinals | Hubert Hurkacz | Win | 6-4, 6-7 (2-7), 7-6 (7-5) |
| Semifinals | Denis Shapovalov | Loss | 6-7 (4-7), 0-6 |
| Rakuten Japan Open | ||
| Surface: Hard | Date: Oct. 3 - Oct. 9 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Thanasi Kokkinakis | Win | 6-4, 7-6 (7-4) |
| Second Round | Brandon Nakashima | Win | 7-5, 6-2 |
| Quarterfinals | Denis Shapovalov | Loss | 4-6, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Enzo Couacaud | Win | 6-2, 7-6 (7-5), 3-6, 4-6, 7-5 |
| Second Round | Jenson Brooksby | Loss | 4-6, 6-7 (10-12), 1-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | |
| Second Round | Rafael Nadal | Win | |
| Third Round | Roberto Bautista Agut | Win | |
| Quarterfinals | Felix Auger-Aliassime | Win | |
| Semifinals | Cameron Norrie | Win | |
| Final | Stefanos Tsitsipas | Win |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 17 - Jul. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | |
| Second Round | Tallon Griekspoor | Win | |
| Quarterfinals | Alex Molcan | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Carlos Taberner | Win | |
| Second Round | Grigor Dimitrov | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jannik Sinner | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | |
| Second Round | Alexander Zverev | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss |
