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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | 6-3, 7-5, 7-5 |
| Second Round | Jannik Sinner | Loss | 4-6, 3-6, 7-5, 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | 6-2, 6-4, 6-2 |
| Second Round | Daniel Evans | Win | 6-3, 3-6, 6-2, 6-3 |
| Third Round | Stefanos Tsitsipas | Loss | 2-6, 2-6, 1-6 |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roman Safiullin | Loss | 5-7, 0-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 14 - Feb. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Loss | 4-6, 5-7 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Loss | 3-6, 7-6 (7-4), 3-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Jan. 31 - Feb. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Win | 7-6 (7-5), 6-4 |
| Second Round | Gael Monfils | Win | 6-1, 6-2 |
| Quarterfinals | Richard Gasquet | Win | 7-5, 6-7 (6-8), 6-1 |
| Semifinals | Alexander Zverev | Loss | 1-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefanos Tsitsipas | Loss | 2-6, 4-6, 3-6 |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benjamin Bonzi | Win | 7-5, 7-5 |
| Second Round | Soon Woo Kwon | Win | 6-3, 6-2 |
| Quarterfinals | Thanasi Kokkinakis | Loss | 6-7 (9-11), 6-4, 4-6 |
