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| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Win | 6-4, 6-3, 6-3 |
| Second Round | Felix Auger-Aliassime | Win | 6-4, 6-4, 6-4 |
| Third Round | Karen Khachanov | Loss | 3-6, 6-4, 5-6 Retired |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Fabio Fognini | Win | |
| Third Round | Dominic Thiem | Win | |
| Quarterfinals | Marc-Andrea Huesler | Loss |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Gaston | Win | |
| Second Round | Stefanos Tsitsipas | Win | |
| Third Round | Gael Monfils | Win | |
| Quarterfinals | Pablo Carreno Busta | Loss |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefan Kozlov | Win | |
| Second Round | Andrey Rublev | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Zizou Bergs | Win | |
| Second Round | Alex De Minaur | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jenson Brooksby | Win | |
| Second Round | Diego Schwartzman | Win | |
| Quarterfinals | Ryan Peniston | Win | |
| Semifinals | Maxime Cressy | Loss |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | |
| Second Round | Emil Ruusuvuori | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Win | |
| Second Round | Andrey Rublev | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Win | |
| Second Round | Cameron Norrie | Loss |
