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| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ernesto Escobedo | Win | 7-5, 6-2 |
| Third Round | Alex De Minaur | Loss | 4-6, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Norbert Gombos | Win | 6-3, 4-6, 6-4, 7-6(7-4) |
| Second Round | Henri Laaksonen | Loss | 6-3, 6-7 (5-7), 2-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 6-4, 3-6, 4-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | John Isner | Loss | 6-4, 3-6, 4-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marc Polmans | Win | 6-3, 6-0 |
| Quarterfinals | Hugo Gaston | Loss | 4-6, 6-1, 6-7 (11-13) |
| Nordea Open | ||
| Surface: Clay | Date: Jul. 12 - Jul. 18 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pedro Martinez | Win | 6-3, 6-3 |
| Quarterfinals | Federico Coria | Loss | 4-6, 6-4, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Win | 6-7 (6-8), 6-3, 3-6, 6-3, 6-2 |
| Second Round | Marc Polmans | Win | 7-6 (7-3), 6-2, 2-6, 7-6(7-5) |
| Third Round | Pedro Martinez | Win | 6-4, 6-3, 4-6, 6-4 |
| Fourth Round | Novak Djokovic | Loss | 2-6, 4-6, 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: 22 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 3-6, 6-4, 7-6 (8-6), 6-2 |
| Second Round | Mackenzie McDonald | Win | 4-6, 4-6, 7-6 (9-7), 6-3, 8-6 |
| Third Round | Marcos Giron | Win | 6-1, 5-7, 6-2, 6-2 |
| Fourth Round | Daniil Medvedev | Loss | 2-6, 1-6, 5-7 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Win | 7-5, 6-2 |
| Second Round | Roberto Bautista Agut | Loss | 6-7 (5-7), 3-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Win | 6-1, 6-4 |
| Second Round | Dominik Koepfer | Win | 6-3, 6-4 |
| Third Round | Daniil Medvedev | Win | 6-4, 6-7 (2-7), 6-1 |
| Quarterfinals | Matteo Berrettini | Loss | 7-5, 3-6, 0-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Richard Gasquet | Win | Retired |
| Quarterfinals | Cameron Norrie | Loss | 6-3, 5-7, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Kei Nishikori | Loss | 6-7 (5-7), 6-4, 1-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Win | 7-6 (7-3), 6-1 |
| Second Round | John Millman | Win | 6-1, 6-4 |
| Third Round | Stefanos Tsitsipas | Loss | 3-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marin Cilic | Loss | 6-3, 5-7, 6-7 (5-7) |
| Chile Dove Men+Care Open | ||
| Surface: Red Clay | Date: Mar. 8 - Mar. 14 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Alejandro Tabilo | Win | 6-2, 6-2 |
| Quarterfinals | Juan Pablo Varillas | Win | 6-4, 6-4 |
| Semifinals | Daniel Elahi Galan | Win | 6-4, 6-3 |
| Final | Facundo Bagnis | Win | 6-4, 6-7 (3-7), 7-5 |
| Argentina Open | ||
| Surface: Clay | Date: Mar. 1 - Mar. 7 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Sumit Nagal | Loss | 4-6, 3-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christian Harrison | Loss | 6-7 (3-7), 2-6 |
