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| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominik Koepfer | Loss | 4-6, 6-7 (2-7), 7-5, 5-7 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Loss | 6-7 (5-7), 6-4, 1-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Win | 7-6 (9-7), 1-6, 6-1 |
| Second Round | Albert Ramos-Vinolas | Loss | 2-6, 3-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 5-7, 6-3, 6-4 |
| Second Round | Roberto Bautista Agut | Loss | 6-7 (7-9), 4-6 |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Carballes Baena | Loss | 4-6, 6-3, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Loss | 4-6, 4-6, 4-6 |
| Turkish Airlines Open Antalya | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Loss | 4-6, 3-6 |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Loss | 6-7 (2-7), 3-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 6-7 (5-7), 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Loss | 5-7, 6-4, 3-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 4-6, 7-6 (7-5), 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Sousa | Win | 2-6, 6-4, 6-0 |
| Second Round | Frances Tiafoe | Win | 6-4, 6-3 |
| Third Round | Dominic Thiem | Loss | 5-7, 1-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Catarina | Win | 6-0, 6-3 |
| Second Round | Borna Coric | Loss | 7-6 (7-3), 6-7 (7-9), 4-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 8 - Apr. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Facundo Bagnis | Win | 6-1, 7-6 (7-3) |
| Second Round | Alexander Zverev | Win | 7-6 (7-1), 2-6, 6-3 |
| Quarterfinals | Benoit Paire | Loss | 1-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Prajnesh Gunneswaran | Win | 7-6 (7-3), 6-4 |
| Second Round | Kevin Anderson | Loss | 4-6, 6-3, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Loss | 6-7 (7-9), 3-6 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 25 - Mar. 3 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Sakamoto | Win | 6-3, 6-2 |
| Second Round | Christian Garin | Loss | 6-7 (5-7), 7-6 (7-4), 6-7 (2-7) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Leonardo Mayer | Win | 7-6 (7-5), 6-4 |
| Second Round | Cameron Norrie | Win | 7-6 (8-6), 5-7, 7-6 (7-4) |
| Quarterfinals | Felix Auger-Aliassime | Loss | 4-6, 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-2, 2-6, 6-1 |
| Second Round | Fabio Fognini | Win | 4-6, 6-4, 7-5 |
| Quarterfinals | Guido Pella | Loss | 7-6 (7-3), 6-7 (9-11), 1-6 |
| Cordoba Open | ||
| Surface: Clay | Date: Feb. 4 - Feb. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guido Andreozzi | Win | 6-1, 6-4 |
| Second Round | Marco Cecchinato | Win | 6-3, 3-6, 6-1 |
| Quarterfinals | Federico Delbonis | Loss | 5-7, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Loss | 6-7 (3-7), 6-7 (7-9), 1-3 Retired |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Radu Albot | Win | 6-2, 7-6 (7-4) |
| Second Round | Simone Bolelli | Win | 7-5, 6-0 |
| Quarterfinals | Kevin Anderson | Loss | 3-6, 3-6 |
© 2019 by STATS.