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| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Win | 6-1, 6-4 |
| Second Round | Yoshihito Nishioka | Win | 6-1, 6-2 |
| Third Round | Stefanos Tsitsipas | Win | 7-6 (7-4), 6-4 |
| Quarterfinals | Alexander Bublik | Win | 7-5, 6-1 |
| Semifinals | Matteo Berrettini | Loss | 4-6, 4-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pablo Cuevas | Win | 6-3, 6-2 |
| Quarterfinals | John Millman | Win | 6-3, 6-4 |
| Semifinals | Nikoloz Basilashvili | Loss | 1-6, 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Holger Vitus Nodskov Rune | Win | 6-2, 6-1 |
| Second Round | Diego Schwartzman | Win | 6-3, 6-3 |
| Third Round | Pablo Carreno Busta | Win | 7-6 (7-4), 5-7, 7-5 |
| Quarterfinals | Fabio Fognini | Win | 6-4, 6-3 |
| Semifinals | Andrey Rublev | Loss | 3-6, 5-7 |
| AnyTech365 Andalucia Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gianluca Mager | Win | 6-3, 6-2 |
| Quarterfinals | Carlos Alcaraz | Loss | 2-6, 4-6 |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Mar. 15 - Mar. 20 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Daniel Elahi Galan | Win | 6-4, 6-1 |
| Second Round | Tallon Griekspoor | Win | 4-6, 6-3, 7-6 (7-3) |
| Quarterfinals | Alexander Zverev | Loss | Retired |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 24 |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 6-3, 6-3, 2-1 Retired |
| Second Round | Tommy Paul | Win | 3-6, 6-2, 6-4, 7-5 |
| Third Round | Radu Albot | Win | 6-1, 5-7, 6-4, 6-4 |
| Fourth Round | Andrey Rublev | Loss | 2-6, 6-7 (3-7), 0-0 Retired |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jiri Vesely | Loss | 7-5, 6-7 (4-7), 3-6 |
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