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| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Francisco Cerundolo | Win | 6-7 (5-7), 6-4, 6-2 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | 7-6 (7-5), 6-3 |
| Second Round | Jenson Brooksby | Win | 7-5, 6-1 |
| Third Round | Casper Ruud | Loss | 7-6 (7-4), 6-7 (4-7), 4-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 25 - Jul. 30 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jurij Rodionov | Win | 6-1, 6-4 |
| Quarterfinals | Jiri Lehecka | Win | 4-6, 7-5, 7-5 |
| Semifinals | Albert Ramos-Vinolas | Win | 6-3, 7-6 (7-3) |
| Final | Filip Misolic | Win | 6-2, 6-2 |
| EFG Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 18 - Jul. 24 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Juan Pablo Varillas | Loss | 6-7 (3-7), 5-7 |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 11 - Jul. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Dominic Thiem | Loss | 6-7 (5-7), 6-3, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Attila Balazs | Win | 6-1, 6-0, 6-3 |
| Second Round | Daniel Elahi Galan | Loss | Retired |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Win | 6-4, 7-6 (7-4) |
| Second Round | Nick Kyrgios | Win | Retired |
| Quarterfinals | Daniil Medvedev | Win | 6-3, 6-2 |
| Semifinals | Antoine Bellier | Win | 7-6 (7-5), 6-2 |
| Final | Stefanos Tsitsipas | Loss | 4-6, 6-3, 6-7 (2-7) |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | 6-2, 3-0 Retired |
| Second Round | Tallon Griekspoor | Win | 6-7 (6-8), 6-4, 6-2 |
| Quarterfinals | Daniil Medvedev | Loss | 2-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Jenson Brooksby | Win | 6-0, 6-2 |
| Second Round | Daniel Evans | Loss | 3-6, 7-5, 6-7 (2-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Kamil Majchrzak | Win | 6-3, 6-3 |
| Third Round | Jenson Brooksby | Loss | 3-6, 7-5, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | J.J. Wolf | Win | 6-3, 6-7 (3-7), 7-6 (7-5) |
| Third Round | Carlos Alcaraz | Loss | 2-6, 0-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 21 - Feb. 26 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Arthur Rinderknech | Win | 6-3, 6-4 |
| Second Round | Jiri Vesely | Loss | 2-6, 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Feb. 14 - Feb. 19 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Andy Murray | Win | 6-0, 6-1 |
| Quarterfinals | Alejandro Davidovich Fokina | Win | 6-1, 6-1 |
| Semifinals | Karen Khachanov | Win | 2-6, 6-3, 7-5 |
| Final | Nikoloz Basilashvili | Win | 6-3, 6-4 |
| Open Sud de France | ||
| Surface: Hard | Date: Jan. 31 - Feb. 6 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gilles Simon | Win | 6-4, 3-2 Retired |
| Quarterfinals | Alexander Bublik | Loss | 4-6, 6-2, 6-7 (4-7) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Stefano Travaglia | Win | 7-6 (7-2), 6-4, 5-7, 6-1 |
| Second Round | Philipp Kohlschreiber | Win | 6-1, 6-0, 6-3 |
| Third Round | Taylor Fritz | Loss | 0-6, 6-3, 6-3, 4-6, 3-6 |
