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| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marin Cilic | Loss | 3-6, 4-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 11 - Jun. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Daniil Medvedev | Win | 6-4, 6-1 |
| Quarterfinals | Bernard Tomic | Loss | 4-6, 6-7 (3-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Win | 6-7 (4-7), 6-4, 6-3, 6-7(3-7), 7-5 |
| Second Round | Guido Andreozzi | Win | 6-3, 6-2, 6-2 |
| Third Round | Grigor Dimitrov | Win | 7-6 (7-4), 6-2, 6-4 |
| Fourth Round | Novak Djokovic | Loss | 3-6, 4-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Loss | 3-6, 1-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Paolo Lorenzi | Win | 7-5, 6-4 |
| Second Round | Leonardo Mayer | Loss | 2-6, 1-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bye |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 5-7, 7-6 (7-4), 6-1 |
| Second Round | Marin Cilic | Loss | 3-6, 6-7 (4-7) |
| Fayez Sarofim & Co. US Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 9 - Apr. 15 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Denis Kudla | Loss | 4-6, 6-7 (4-7) |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guillermo Garcia-Lopez | Win | 4-6, 6-0, 6-2 |
| Third Round | Thanasi Kokkinakis | Win | 3-6, 6-4, 7-6 (7-4) |
| Fourth Round | Pablo Carreno Busta | Loss | 0-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Win | 6-2, 1-6, 6-2 |
| Second Round | Grigor Dimitrov | Win | 7-6 (7-4), 4-6, 6-3 |
| Third Round | Taylor Fritz | Loss | 6-4, 2-6, 6-7 (1-7) |
| Abierto Mexicano TELCEL | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 2-6, 4-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Leonardo Mayer | Win | 6-2, 3-6, 6-3 |
| Second Round | Nicolas Kicker | Win | 6-7 (3-7), 6-2, 6-0 |
| Quarterfinals | Dominic Thiem | Win | 6-4, 6-0 |
| Semifinals | Fabio Fognini | Win | 6-1, 7-5 |
| Final | Diego Schwartzman | Loss | 2-6, 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Thiago Monteiro | Win | 6-2, 7-5 |
| Second Round | Guido Pella | Loss | 2-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Win | 6-1, 7-5, 7-5 |
| Second Round | Maximilian Marterer | Loss | 4-6, 6-4, 6-7 (5-7), 6-3, 3-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 4-6, 2-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Dudi Sela | Win | 4-6, 6-4, 6-0 |
| Second Round | Andrey Rublev | Loss | 4-6, 6-3, 4-6 |
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