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| Rolex Paris Masters | ||
| Surface: Hard | Date: Nov. 1 - Nov. 7 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Loss | 4-6, 7-5, 6-7 (4-7) |
| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mackenzie McDonald | Win | 6-3, 6-2 |
| Quarterfinals | Marin Cilic | Loss | 4-6, 6-3, 3-6 |
| European Open | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marton Fucsovics | Loss | 7-6 (7-5), 3-6, 1-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guido Pella | Win | 7-5, 6-3 |
| Third Round | Cameron Norrie | Loss | 4-6, 7-5, 3-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Win | 6-3, 6-4, 6-0 |
| Second Round | Emil Ruusuvuori | Win | 6-1, 6-3, 6-2 |
| Third Round | Felix Auger-Aliassime | Loss | 3-6, 4-6, 6-4, 6-3, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Loss | 3-6, 4-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tommy Paul | Win | 6-3, 6-4 |
| Third Round | Diego Schwartzman | Win | 6-3, 3-6, 7-5 |
| Quarterfinals | Reilly Opelka | Loss | 3-6, 6-7 (1-7) |
| Generali Open | ||
| Surface: Clay | Date: Jul. 26 - Jul. 31 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pedro Martinez | Loss | 4-6, 7-6 (7-5), 5-7 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Arthur Rinderknech | Loss | 2-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Win | 6-2, 3-6, 6-3, 7-6(7-4) |
| Second Round | Miomir Kecmanovic | Win | 6-3, 6-3, 6-7 (3-7), 3-6, 6-3 |
| Third Round | Dominik Koepfer | Win | 7-5, 6-1, 7-6 (7-4) |
| Fourth Round | Denis Shapovalov | Loss | 1-6, 3-6, 5-7 |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 20 - Jun. 26 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Stefano Travaglia | Win | 6-3, 7-5 |
| Quarterfinals | Sam Querrey | Loss | 3-6, 6-7 (4-7) |
| NOVENTI OPEN | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Loss | 3-6, 6-7 (0-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Mario Vilella Martinez | Win | 6-4, 6-4, 6-2 |
| Second Round | Henri Laaksonen | Loss | 3-6, 6-2, 3-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Win | 6-3, 6-4 |
| Second Round | Cristian Garin | Win | 7-6 (7-5), 6-3 |
| Third Round | Andrey Rublev | Loss | 4-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 6-2, 6-7 (3-7), 7-5 |
| Second Round | John Isner | Loss | 4-6, 7-6 (7-4), 6-7 (6-8) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pablo Andujar | Win | 6-4, 6-0 |
| Third Round | Jannik Sinner | Loss | 6-7 (9-11), 2-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | 6-2, 7-5 |
| Second Round | Tommy Paul | Win | 6-3, 6-4 |
| Third Round | Andrey Rublev | Loss | 6-7 (2-7), 7-5, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Lloyd Harris | Win | Retired |
| Third Round | Jan-Lennard Struff | Win | 4-6, 6-3, 6-2 |
| Fourth Round | John Isner | Win | 6-3, 4-6, 7-6 (9-7) |
| Quarterfinals | Daniil Medvedev | Win | 6-4, 6-2 |
| Semifinals | Jannik Sinner | Loss | 7-5, 4-6, 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Matthew Ebden | Win | 4-1 Retired |
| Third Round | Jannik Sinner | Loss | 4-6, 6-3, 5-7 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Win | 4-6, 6-3, 6-4 |
| Second Round | Alexander Bublik | Win | 6-4, 6-3 |
| Quarterfinals | Dominic Thiem | Win | 7-6 (7-3), 2-6, 6-4 |
| Semifinals | Andrey Rublev | Win | 6-3, 6-3 |
| Final | Nikoloz Basilashvili | Loss | 6-7 (5-7), 2-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Davidovich Fokina | Loss | 2-6, 6-7 (3-7) |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 22 - Feb. 28 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gregoire Barrere | Win | 6-0, 6-3 |
| Quarterfinals | Ugo Humbert | Win | 6-3, 6-3 |
| Semifinals | Peter Gojowczyk | Win | 7-5, 6-1 |
| Final | David Goffin | Loss | 7-5, 4-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 12 |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Loss | 7-6 (7-1), 0-6, 4-6, 6-7 (5-7) |
