| ||||||||||||||
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | J.J. Wolf | Loss | 2-6, 3-6 |
| Atlanta Open | ||
| Surface: Hard | Date: Jul. 25 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Win | 1-6, 6-1, 6-3 |
| Second Round | Frances Tiafoe | Loss | 5-7, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Baez | Loss | 4-6, 4-6, 5-7 |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 4-6, 6-7 (4-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gregoire Barrere | Loss | 6-3, 2-6, 6-0, 3-6, 4-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 2-6, 6-1, 7-6 (7-2) |
| Second Round | Holger Rune | Win | 6-3, 6-7 (1-7), 6-3 |
| Quarterfinals | Andrey Rublev | Loss | 3-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jaume Munar | Win | 6-3, 6-4 |
| Second Round | Fabio Fognini | Loss | 7-6 (7-1), 2-6, 6-7 (5-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 6-1, 2-6, 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Win | 6-3, 7-6 (7-5) |
| Second Round | Denis Shapovalov | Loss | 4-6, 3-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 14 - Feb. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Loss | 2-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Barrios Vera | Win | 7-6 (7-5), 6-1, 6-1 |
| Second Round | Andy Murray | Win | 6-4, 6-4, 6-4 |
| Third Round | Jannik Sinner | Loss | 4-6, 6-1, 3-6, 1-6 |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | 6-4, 6-7 (5-7), 6-3 |
| Second Round | Tommy Paul | Loss | 4-6, 7-6 (7-1), 4-6 |
