| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Loss | 5-7, 2-6, 2-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 19 - Aug. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Loss | 1-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Milos Raonic | Loss | 3-6, 5-7 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 30 - Aug. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Evgeny Donskoy | Win | 6-4, 6-1 |
| Second Round | Alexander Zverev | Loss | 2-6, 1-6 |
| BB&T Atlanta Open | ||
| Surface: Hard | Date: Jul. 23 - Jul. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 5-7, 0-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jared Donaldson | Loss | 6-7 (5-7), 3-6, 1-6 |
| Gerry Weber Open | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matthew Ebden | Loss | 0-6, 6-7 (2-7) |
| Libema Open | ||
| Surface: Grass | Date: Jun. 11 - Jun. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Max Purcell | Win | 6-2, 6-3 |
| Second Round | Stefanos Tsitsipas | Loss | 6-4, 6-7 (6-8), 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Youzhny | Win | 2-6, 6-2, 6-2, 3-6, 6-2 |
| Second Round | Richard Gasquet | Loss | 2-6, 6-3, 3-6, 0-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Loss | 3-6, 6-3, 3-6 |
| TEB BNP Paribas Istanbul Open | ||
| Surface: Clay | Date: Apr. 30 - May 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marsel Ilhan | Win | 6-1, 6-2 |
| Second Round | Marin Cilic | Win | 6-4, 6-2 |
| Quarterfinals | Jiri Vesely | Win | 3-6, 6-4, 6-1 |
| Semifinals | Laslo Djere | Win | 6-3, 6-2 |
| Final | Taro Daniel | Loss | 6-7 (4-7), 4-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tennys Sandgren | Win | 6-4, 6-4 |
| Second Round | Ernesto Escobedo | Win | 6-4, 6-3 |
| Third Round | Grigor Dimitrov | Loss | 5-7, 6-3, 6-7 (8-10) |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 9 - Apr. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | 1-6, 6-4, 6-2 |
| Second Round | Mischa Zverev | Win | 6-2, 6-4 |
| Quarterfinals | Kyle Edmund | Loss | 2-6, 1-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 26 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Win | 4-6, 7-5, 6-4 |
| Second Round | Robin Haase | Win | 7-6 (7-4), 7-6 (7-3) |
| Quarterfinals | Stefanos Tsitsipas | Win | 6-4, 3-6, 6-3 |
| Semifinals | Roberto Bautista Agut | Loss | 3-6, 4-6 |
| Open 13 Marseille | ||
| Surface: Hard | Date: Feb. 19 - Feb. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Julien Benneteau | Loss | 4-6, 3-6 |
| Garanti Koza Sofia Open | ||
| Surface: Hard | Date: Feb. 5 - Feb. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Maximilian Marterer | Loss | 6-7 (3-7), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-7 (2-7), 3-6, 6-3, 7-5, 6-3 |
| Second Round | Gilles Muller | Loss | 5-7, 4-6, 7-6 (7-5), 6-3, 2-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Loss | 5-7, 1-6 |
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