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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Alex Molcan | Win | 5-7, 6-4, 6-2 |
| Second Round | Aslan Karatsev | Win | 7-6 (7-3), 3-6, 6-2 |
| Third Round | Stefanos Tsitsipas | Loss | 3-6, 3-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Win | 1-6, 6-3, 6-4 |
| Second Round | Albert Ramos-Vinolas | Loss | 4-6, 2-6 |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 17 - Jul. 24 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss | 5-7, 4-6 |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 11 - Jul. 17 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Elias Ymer | Win | 7-5, 6-3 |
| Quarterfinals | Pablo Carreno Busta | Loss | 1-6, 0-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Stefan Kozlov | Win | 6-3, 6-2, 6-2 |
| Second Round | Liam Broady | Loss | 2-6, 6-4, 6-0, 6-7 (6-8), 1-6 |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jack Draper | Loss | 5-7, 6-7 (3-7) |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Loss | 1-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Andrey Kuznetsov | Win | 6-3, 1-6, 6-4, 6-2 |
| Second Round | Jaume Munar | Win | 2-6, 6-7 (3-7), 6-2, 6-2, 6-2 |
| Third Round | Grigor Dimitrov | Win | 6-3, 6-1, 6-2 |
| Fourth Round | Novak Djokovic | Loss | 1-6, 3-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Win | 6-2, 3-6, 7-6 (7-3) |
| Second Round | Marcos Giron | Loss | 1-6, 6-7 (4-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 6-2, 6-7 (5-7), 6-1 |
| Second Round | Grigor Dimitrov | Loss | 0-6, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mackenzie McDonald | Win | 6-2, 6-2 |
| Third Round | Lorenzo Musetti | Win | 6-4, 7-5 |
| Quarterfinals | Felix Auger-Aliassime | Win | 3-6, 6-2, 6-3 |
| Semifinals | Pablo Carreno Busta | Loss | 3-6, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Win | 6-7 (5-7), 6-3, 6-3 |
| Second Round | Marton Fucsovics | Win | 6-0, 7-6 (7-4) |
| Third Round | Lorenzo Musetti | Win | 2-6, 6-4, 6-3 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 2-6, 7-6 (7-3), 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Thanasi Kokkinakis | Loss | 6-4, 6-7 (3-7), 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Emil Ruusuvuori | Win | 5-7, 6-3, 6-3 |
| Third Round | John Isner | Loss | 5-7, 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 14 - Feb. 20 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pedro Martinez | Win | 6-1, 6-1 |
| Quarterfinals | Pablo Andujar | Win | 7-6 (7-3), 4-6, 6-4 |
| Semifinals | Francisco Cerundolo | Win | 7-6 (7-4), 6-3 |
| Final | Carlos Alcaraz | Loss | 4-6, 2-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 7 - Feb. 13 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jaume Munar | Win | 7-6 (7-2), 7-6 (7-4) |
| Quarterfinals | Francisco Cerundolo | Win | 3-6, 6-2, 7-5 |
| Semifinals | Lorenzo Sonego | Win | 7-5, 3-6, 6-2 |
| Final | Casper Ruud | Loss | 7-5, 2-6, 3-6 |
| Cordoba Open | ||
| Surface: Red Clay | Date: Jan. 31 - Feb. 6 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Juan Pablo Ficovich | Win | 6-3, 6-2 |
| Quarterfinals | Daniel Elahi Galan | Win | 3-6, 6-0, 7-5 |
| Semifinals | Alejandro Tabilo | Loss | 3-6, 6-7 (6-8) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Win | 6-3, 6-4, 7-5 |
| Second Round | Christopher O'Connell | Loss | 6-7 (6-8), 4-6, 4-6 |
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