| ||||||||||||||
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Gojo | Loss | 6-4, 6-7 (4-7), 2-6 |
| Atlanta Open | ||
| Surface: Hard | Date: Jul. 25 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Win | 6-1, 6-7 (5-7), 6-3 |
| Second Round | Alex De Minaur | Loss | 4-6, 4-6 |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 11 - Jul. 17 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Liam Broady | Win | 6-2, 4-6, 6-2 |
| Second Round | Quentin Halys | Win | 7-5, 3-6, 6-2 |
| Quarterfinals | Jason Kubler | Loss | 5-7, 6-7 (3-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 6-4, 3-6, 2-6, 4-6 |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 6-4, 6-7 (5-7), 6-7 (1-7) |
| Libema Open | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Loss | 4-6, 6-7 (9-11) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Loss | 2-6, 4-6, 2-6 |
| 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 | 2-6, 6-3, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Loss | 4-6, 6-2, 6-3, 2-6, 1-6 |
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