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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Prajnesh Gunneswaran | Win | 6-3, 7-5 |
| Third Round | Ugo Humbert | Win | 3-6, 7-6 (7-2), 6-3 |
| Quarterfinals | Pablo Carreno Busta | Win | 7-6 (7-5), 1-6, 6-3 |
| Semifinals | Steve Johnson | Win | 1-6, 6-0, 6-0 |
| Final | Hubert Hurkacz | Loss | 3-6, 6-3, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 6-4, 0-0 Retired |
| Second Round | Daniil Medvedev | Loss | 6-7 (2-7), 1-6 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Loss | 6-7 (2-7), 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 29 - Aug. 4 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marc Polmans | Win | 6-3, 6-7 (5-7), 7-6 (7-5) |
| Third Round | John Isner | Win | 7-6 (7-3), 6-3 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 5-7, 0-6 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 7-6 (7-4), 5-7, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 28 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 4-6, 6-4, 6-4, 7-6(7-4) |
| Second Round | Miomir Kecmanovic | Win | 7-6 (7-5), 6-4, 0-0 Retired |
| Third Round | Jiri Vesely | Win | 5-7, 7-6 (7-5), 6-3, 7-6(7-2) |
| Fourth Round | Roberto Bautista Agut | Loss | 3-6, 5-7, 2-6 |
| Turkish Airlines Open Antalya | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Viktor Troicki | Loss | 6-7 (4-7), 6-7 (5-7) |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jo-Wilfried Tsonga | Loss | 4-6, 5-7 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Win | 6-4, 6-7 (5-7), 6-0, 6-1 |
| Second Round | Pierre-Hugues Herbert | Win | 6-2, 6-2, 5-7, 6-7(6-8), 11-9 |
| Third Round | Pablo Carreno Busta | Win | 6-2, 4-6, 7-6 (7-1), 0-0 Retired |
| Fourth Round | Kei Nishikori | Loss | 2-6, 7-6 (10-8), 2-6, 7-6 (10-8), 5-7 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mackenzie McDonald | Win | 3-6, 7-6 (7-5), 6-1 |
| Second Round | Pablo Cuevas | Win | 6-4, 6-3 |
| Quarterfinals | Denis Shapovalov | Win | 6-3, 4-6, 7-6 (7-4) |
| Semifinals | Taylor Fritz | Win | 6-4, 6-2 |
| Final | Felix Auger-Aliassime | Win | 6-4, 6-3 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Loss | 3-6, 2-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 4-6, 6-1, 1-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 7-5, 6-2 |
| Second Round | Pablo Carreno Busta | Win | 6-4, 6-7 (9-11), 6-1 |
| Third Round | Guido Pella | Loss | 5-7, 3-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 8 - Apr. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Win | 3-6, 6-4, 7-5 |
| Second Round | Pierre-Hugues Herbert | Win | 6-4, 6-2 |
| Quarterfinals | Jaume Munar | Win | 6-1, 6-3 |
| Semifinals | Jo-Wilfried Tsonga | Win | 2-6, 6-4, 6-3 |
| Final | Pablo Andujar | Win | 6-2, 6-3 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Loss | 5-7, 6-4, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Prajnesh Gunneswaran | Loss | 6-7 (5-7), 4-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 25 - Mar. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kei Nishikori | Loss | 4-6, 3-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Simone Bolelli | Win | 6-4, 7-6 (7-1) |
| Second Round | David Goffin | Loss | 2-6, 3-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stan Wawrinka | Loss | 6-7 (4-7), 1-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 7-5, 6-3 |
| Second Round | Tomas Berdych | Loss | 2-6, 0-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominic Thiem | Loss | 4-6, 3-6, 7-5, 6-1, 3-6 |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | 7-6 (7-5), 6-3 |
| Second Round | Jiri Vesely | Win | 6-4, 6-2 |
| Quarterfinals | Gilles Simon | Loss | 6-3, 6-7 (4-7), 4-6 |
| ASB Classic | ||
| Surface: Hard | Date: Dec. 31 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 3-6, 2-6 |
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