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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Andrea Vavassori | Win | 6-4, 6-4, 6-4 |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Loss | 7-5, 6-7 (4-7), 0-6 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 6-7 (2-7), 7-6 (8-6), 6-7 (5-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 24 |
| Round | Opponent | W / L | Result |
| First Round | Benjamin Bonzi | Win | 7-5, 7-5, 7-6 (7-5) |
| Second Round | David Goffin | Loss | 6-3, 6-7 (1-7), 2-6, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss | 6-7 (7-9), 6-7 (4-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cristian Garin | Loss | 1-6, 3-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 2-6, 7-5, 6-0 |
| Second Round | Nuno Borges | Win | 7-6 (7-4), 4-6, 6-0 |
| Quarterfinals | Alejandro Davidovich Fokina | Win | 7-6 (7-5), 5-7, 7-5 |
| Semifinals | Sebastian Korda | Win | 4-6, 7-6 (7-2), 6-4 |
| Final | Sebastian Baez | Loss | 3-6, 2-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Hugo Dellien | Win | 7-6 (7-3), 6-1 |
| Third Round | Felix Auger-Aliassime | Loss | 5-7, 4-6 |
| Fayez Sarofim & Co. US Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 4 - Apr. 10 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | 6-4, 6-4 |
| Second Round | Pablo Cuevas | Win | 5-7, 7-5, 7-6 (7-4) |
| Quarterfinals | John Isner | Loss | 4-6, 6-2, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brandon Nakashima | Win | 3-6, 7-6 (7-5), 6-4 |
| Third Round | Juan Manuel Cerundolo | Win | 6-3, 6-2 |
| Fourth Round | Francisco Cerundolo | Loss | 7-6 (7-2), 6-7 (3-7), 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brandon Nakashima | Win | 6-4, 6-4 |
| Third Round | Andrey Rublev | Loss | 3-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Trungelliti | Win | 3-6, 6-4, 6-2, 3-6, 6-3 |
| Second Round | Taylor Fritz | Loss | 4-6, 3-6, 6-7 (5-7) |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 2-6, 3-6 |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Thanasi Kokkinakis | Loss | 6-3, 5-7, 1-6 |
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