| ||||||||||||||
| San Diego Open | ||
| Surface: Hard | Date: Sep. 19 - Sep. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher O'Connell | Loss | 6-4, 3-6, 0-0 Retired |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Win | 5-7, 6-4, 6-2, 6-4 |
| Second Round | Frances Tiafoe | Loss | 6-7 (3-7), 5-7, 6-7 (2-7) |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Soon Woo Kwon | Win | |
| Third Round | Laslo Djere | Loss |
| Abierto de Tenis Mifel | ||
| Surface: Hard | Date: Aug. 1 - Aug. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Martin Etcheverry | Win | |
| Second Round | Radu Albot | Loss |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 11 - Jul. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | |
| Second Round | Felix Auger-Aliassime | Win | |
| Quarterfinals | James Duckworth | Win | |
| Semifinals | Alexander Bublik | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | |
| Second Round | Dennis Novak | Win | |
| Third Round | Jack Sock | Win | |
| Fourth Round | Taylor Fritz | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Kudla | Win | |
| Second Round | Cameron Norrie | Loss |
