| ||||||||||||||
| Rakuten Japan Open | ||
| Surface: Hard | Date: Oct. 3 - Oct. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Loss | 2-6, 7-6 (7-2), 1-6 |
| San Diego Open | ||
| Surface: Hard | Date: Sep. 19 - Sep. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Win | 7-5, 4-6, 6-1 |
| Second Round | Mitchell Krueger | Win | 6-3, 7-6 (7-4) |
| Quarterfinals | Marcos Giron | Loss | 6-7 (5-7), 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher O'Connell | Win | 4-6, 7-6 (7-0), 6-2, 6-3 |
| Second Round | Daniel Evans | Loss | 3-6, 2-6, 6-4, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thanasi Kokkinakis | Win | |
| Second Round | Maxime Cressy | Loss |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Gojo | Loss |
| Atlanta Open | ||
| Surface: Hard | Date: Jul. 25 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Win | |
| Second Round | Alex De Minaur | Loss |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 11 - Jul. 17 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Liam Broady | Win | |
| Second Round | Quentin Halys | Win | |
| Quarterfinals | Jason Kubler | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Loss |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 15 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Francisco Cerundolo | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Loss |
