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| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yshai Oliel | Win | 6-1, 6-1 |
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benjamin Bonzi | Win | 6-7 (5-7), 6-4, 6-3 |
| Second Round | Illya Marchenko | Win | 6-1, 5-7, 6-4 |
| Quarterfinals | Karen Khachanov | Loss | 5-7, 6-7 (4-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Sock | Win | 7-5, 4-6, 6-3 |
| Second Round | Jannik Sinner | Loss | 2-6, 2-6 |
| Sofia Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Win | 6-2, 6-4 |
| Second Round | Illya Marchenko | Win | 5-7, 7-6 (7-0), 6-3 |
| Quarterfinals | Marcos Giron | Loss | 4-6, 2-6 |
| Astana Open | ||
| Surface: Hard | Date: Sep. 20 - Oct. 2 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Dmitry Popko | Win | 3-6, 6-1, 6-4 |
| Second Round | Jaume Munar | Win | 6-4, 6-7 (5-7), 7-5 |
| Quarterfinals | James Duckworth | Loss | 4-6, 4-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Loss | 6-7 (6-8), 6-7 (2-7), 1-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ricardas Berankis | Win | 6-3, 7-6 (7-4) |
| Second Round | Gael Monfils | Loss | 6-3, 3-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Elias Ymer | Win | 6-2, 7-6 (10-8) |
| Third Round | Reilly Opelka | Win | 6-3, 7-6 (7-4) |
| Quarterfinals | Jenson Brooksby | Loss | 1-6, 2-6 |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 12 - Jul. 18 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Arthur Rinderknech | Loss | 3-6, 6-3, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 2-6, 6-3, 3-6, 6-7 (4-7) |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 21 - Jun. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jay Clarke | Win | 6-3, 6-2 |
| Second Round | Lorenzo Sonego | Loss | 4-6, 2-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Win | 7-6 (7-4), 5-7, 7-6 (8-6) |
| Second Round | Alex De Minaur | Loss | 1-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-3, 6-4 |
| Second Round | Matteo Berrettini | Loss | 4-6, 2-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Win | 5-7, 7-6 (9-7), 6-3 |
| Second Round | Daniel Evans | Loss | 7-6 (7-5), 2-6, 3-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Win | 7-6 (7-3), 3-6, 7-5 |
| Second Round | Guido Pella | Win | 4-6, 2-0 Retired |
| Quarterfinals | Casper Ruud | Loss | 3-6, 4-6 |
| ATP Serbia Open | ||
| Surface: Red Clay | Date: Apr. 19 - Apr. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Danilo Petrovic | Win | 7-5, 6-4 |
| Second Round | Taro Daniel | Loss | 6-3, 2-6, 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Win | 6-3, 6-3 |
| Second Round | Cristian Garin | Loss | 1-6, 4-6 |
| Sardegna Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Federico Coria | Win | 7-6 (7-5), 3-6, 6-3 |
| Second Round | Laslo Djere | Loss | 3-6, 3-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Loss | 4-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Loss | 6-2, 4-6, 2-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 1-6, 4-6 |
| Singapore Tennis Open | ||
| Surface: Hard | Date: Feb. 22 - Feb. 28 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Matthew Ebden | Loss | 4-6, 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Loss | 4-6, 7-6 (7-4), 6-3, 2-6, 3-6 |
