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| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Win | 7-5, 4-6, 6-3, 6-2 |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tommy Paul | Loss | 3-6, 6-3, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bjorn Fratangelo | Win | 6-3, 6-2, 6-3 |
| Second Round | Roberto Carballes Baena | Win | 3-6, 6-4, 6-4, 6-3 |
| Third Round | Mackenzie McDonald | Win | 6-3, 7-6 (8-6), 6-3 |
| Fourth Round | Andrey Rublev | Loss | 6-1, 4-6, 0-2 Retired |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 6-4, 6-3 |
| Second Round | Fabio Fognini | Win | 6-2, 3-6, 6-3 |
| Third Round | Filip Krajinovic | Win | 6-2, 7-6 (8-6) |
| Quarterfinals | Stefanos Tsitsipas | Loss | 6-7 (5-7), 2-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Win | 6-7 (4-7), 7-6 (7-4), 6-3 |
| Second Round | Alex De Minaur | Win | 6-4, 6-1 |
| Third Round | Felix Auger-Aliassime | Loss | 1-6, 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | 6-3, 2-6, 6-3 |
| Second Round | Emil Ruusuvuori | Win | 7-5, 6-3 |
| Third Round | Andrey Rublev | Win | 5-7, 6-1, 6-3 |
| Quarterfinals | Alexander Zverev | Loss | 7-5, 3-6, 6-7 (5-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Win | 6-4, 3-6, 7-6 (10-8) |
| Third Round | Pablo Carreno Busta | Win | 5-7, 7-5, 7-5 |
| Fourth Round | Nick Kyrgios | Win | 7-6 (7-3), 6-3 |
| Quarterfinals | Francisco Cerundolo | Loss | 1-4 Retired |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Laslo Djere | Win | 6-3, 6-3 |
| Third Round | Benjamin Bonzi | Win | 7-6 (7-5), 3-6, 6-4 |
| Fourth Round | Nick Kyrgios | Loss | Retired |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Win | 4-6, 7-6 (8-6), 6-3 |
| Second Round | Andy Murray | Win | 7-5, 6-2 |
| Quarterfinals | Hubert Hurkacz | Loss | 3-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Joao Sousa | Win | 6-4, 7-5, 6-1 |
| Second Round | Steve Johnson | Win | 6-2, 6-4, 6-3 |
| Third Round | Taro Daniel | Win | 6-4, 1-6, 6-3, 6-1 |
| Fourth Round | Alex De Minaur | Win | 7-6 (7-3), 6-3, 6-4 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 3-6, 4-6, 2-6 |
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