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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Berdych | Loss | 1-6, 6-3, 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Win | 6-3, 6-7 (8-10), 6-1, 6-2 |
| Second Round | Guido Pella | Loss | 4-6, 6-4, 6-4, 5-7, 1-6 |
| Turkish Airlines Open Antalya | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bernard Tomic | Loss | 6-4, 4-6, 4-6 |
| Noventi Open | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mats Moraing | Win | 6-4, 7-6 (7-4) |
| Second Round | Matteo Berrettini | Loss | 6-4, 3-6, 2-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thomas Fabbiano | Win | 7-6 (12-10), 7-5 |
| Second Round | Alex De Minaur | Loss | 5-7, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Loss | 3-6, 0-6, 6-3, 3-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Loss | 1-6, 6-3, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 1-6, 6-3, 1-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Loss | 3-6, 1-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Philipp Kohlschreiber | Loss | 2-6, 5-7 |
| Gazprom Hungarian Open | ||
| Surface: Red Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss | 2-6, 7-6 (7-3), 5-7 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 6-7 (4-7), 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Loss | 5-7, 4-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nick Kyrgios | Loss | 3-6, 5-7 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bernard Tomic | Win | 6-4, 7-5 |
| Second Round | Jordan Thompson | Win | 6-3, 4-6, 6-1 |
| Quarterfinals | Daniel Evans | Loss | 4-6, 4-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Win | 7-6 (7-3), 3-6, 6-2 |
| Second Round | Gael Monfils | Loss | 6-4, 1-6, 3-6 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 2-6, 6-7 (2-7) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Steve Johnson | Win | 6-4, 4-6, 6-4, 6-3 |
| Second Round | Jordan Thompson | Win | 6-3, 6-4, 6-4 |
| Third Round | Frances Tiafoe | Loss | 7-6 (7-3), 3-6, 6-4, 4-6, 3-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Win | 7-5, 2-6, 6-4 |
| Second Round | Martin Klizan | Win | 7-6 (7-2), 6-2 |
| Quarterfinals | Stefanos Tsitsipas | Win | 4-6, 6-4, 6-4 |
| Semifinals | Diego Schwartzman | Win | 7-6 (7-3), 6-4 |
| Final | Alex De Minaur | Loss | 5-7, 6-7 (5-7) |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss | 5-7, 1-6 |
