| ||||||||||||||
| Astana Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 5-7, 7-6 (8-6), 6-4 |
| Second Round | Sebastian Korda | Loss | 4-6, 6-7 (4-7) |
| Chengdu Open | ||
| Surface: Hard | Date: Sep. 20 - Sep. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Philip Sekulic | Loss | 5-7, 7-5, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Ofner | Loss | 6-7 (5-7), 6-3, 6-7 (7-9), 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 20 - Aug. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jack Draper | Loss | 3-6, 1-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Francisco Cerundolo | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Baez | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Isner | Win | |
| Second Round | Diego Schwartzman | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | |
| Second Round | Stefanos Tsitsipas | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Loss |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Win | |
| Second Round | Carlos Alcaraz | Loss |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 3 - Apr. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Quentin Halys | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Feb. 26 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nick Chappell | Win | |
| Second Round | Holger Rune | Loss |
| Delray Beach Open | ||
| Surface: Hard | Date: Feb. 13 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Win | |
| Second Round | Miomir Kecmanovic | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss |
