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| Tel Aviv Watergen Open | ||
| Surface: Hard | Date: Sep. 26 - Oct. 2 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Arthur Rinderknech | Loss | 3-6, 6-2, 6-7 (7-9) |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Jack Sock | Win | 3-6, 5-7, 6-0, 1-0 Retired |
| Second Round | Alexei Popyrin | Win | 7-6 (7-3), 7-5, 7-6 (8-6) |
| Third Round | Frances Tiafoe | Loss | 6-7 (7-9), 4-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Alex Molcan | Win | |
| Second Round | Aslan Karatsev | Win | |
| Third Round | Stefanos Tsitsipas | Loss |
| 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 | |
| Second Round | Albert Ramos-Vinolas | Loss |
| Hamburg European Open | ||
| Surface: Red Clay | Date: Jul. 17 - Jul. 24 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 11 - Jul. 17 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Elias Ymer | Win | |
| Quarterfinals | Pablo Carreno Busta | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Stefan Kozlov | Win | |
| Second Round | Liam Broady | Loss |
| 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 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Sam Querrey | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Andrey Kuznetsov | Win | |
| Second Round | Jaume Munar | Win | |
| Third Round | Grigor Dimitrov | Win | |
| Fourth Round | Novak Djokovic | Loss |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 8 - May 15 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Win | |
| Second Round | Marcos Giron | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | |
| Second Round | Grigor Dimitrov | Loss |
| 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 | |
| Third Round | Lorenzo Musetti | Win | |
| Quarterfinals | Felix Auger-Aliassime | Win | |
| Semifinals | Pablo Carreno Busta | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Win | |
| Second Round | Marton Fucsovics | Win | |
| Third Round | Lorenzo Musetti | Win | |
| Quarterfinals | Stefanos Tsitsipas | Loss |
| 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 |
| 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 | |
| Third Round | John Isner | Loss |
| 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 | |
| Quarterfinals | Pablo Andujar | Win | |
| Semifinals | Francisco Cerundolo | Win | |
| Final | Carlos Alcaraz | Loss |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 7 - Feb. 13 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jaume Munar | Win | |
| Quarterfinals | Francisco Cerundolo | Win | |
| Semifinals | Lorenzo Sonego | Win | |
| Final | Casper Ruud | Loss |
| 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 | |
| Quarterfinals | Daniel Elahi Galan | Win | |
| Semifinals | Alejandro Tabilo | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Win | |
| Second Round | Christopher O'Connell | Loss |
