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| Intrum Stockholm Open | ||
| Surface: Hard | Date: Nov. 7 - Nov. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Win | 6-4, 3-6, 7-6 (7-4) |
| Second Round | Frances Tiafoe | Loss | 4-6, 4-6 |
| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 3-6, 2-6 |
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 6-2, 0-0 Retired |
| Second Round | Filip Krajinovic | Win | 6-3, 6-4 |
| Quarterfinals | Marin Cilic | Loss | 1-6, 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Marcora | Win | 6-4, 6-0 |
| Second Round | Stefanos Tsitsipas | Loss | 2-6, 4-6 |
| Sofia Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss | 6-7 (5-7), 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 4-6, 4-6, 7-6 (9-7), 6-2, 6-2 |
| Second Round | Andrey Rublev | Loss | 6-7 (2-7), 7-6 (7-5), 1-6, 1-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 26 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Win | 6-3, 6-7 (4-7), 6-4 |
| Second Round | Roberto Bautista Agut | Win | 6-4, 6-7 (5-7), 7-5 |
| Quarterfinals | Jozef Kovalik | Win | 6-2, 6-2 |
| Semifinals | Daniel Altmaier | Win | 4-6, 6-3, 6-3 |
| Final | Casper Ruud | Loss | 1-6, 6-4, 3-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gianluca Mager | Loss | 6-0, 3-6, 3-6 |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 12 - Jul. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dennis Novak | Win | 7-5, 6-1 |
| Second Round | Cristian Garin | Loss | 3-6, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefano Travaglia | Win | 6-3, 2-6, 6-4, 6-4 |
| Second Round | Gael Monfils | Win | 6-3, 6-4, 4-6, 7-6(7-5) |
| Third Round | Cristian Garin | Loss | 4-6, 3-6, 6-4, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Win | 6-4, 6-2, 6-2 |
| Second Round | Stefanos Tsitsipas | Loss | 3-6, 4-6, 3-6 |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Win | 6-0, 6-4 |
| Second Round | Richard Gasquet | Loss | 3-6, 6-3, 3-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 4-6, 5-7 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 6-3, 6-0 |
| Second Round | Cameron Norrie | Loss | 6-4, 6-7 (1-7), 5-7 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 1-4 Retired |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 3-6, 6-7 (2-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Loss | 4-6, 0-2 Retired |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-7 (3-7), 6-1, 6-1, 6-1 |
| Second Round | Emil Ruusuvuori | Win | 1-6, 6-3, 6-2, 7-6(7-5) |
| Third Round | Dusan Lajovic | Loss | 7-6 (8-6), 5-7, 1-6, 4-6 |
| Great Ocean Road Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Torpegaard | Loss | 4-6, 5-7 |
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