| ||||||||||||||
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 14 - Oct. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 4-6, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kamil Majchrzak | Loss | 7-6 (7-2), 6-7 (5-7), 6-7 (6-8), 6-1, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Andujar | Loss | 4-6, 2-6 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Zverev | Loss | 4-6, 2-6 |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Win | 7-6 (7-1), 7-5 |
| Second Round | Mikael Ymer | Win | 7-5, 6-3 |
| Quarterfinals | Jeremy Chardy | Win | 6-1, 6-4 |
| Semifinals | Federico Delbonis | Win | 6-3, 6-2 |
| Final | Juan Ignacio Londero | Win | 7-6 (9-7), 6-4 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andreas Seppi | Loss | 3-6, 7-6 (10-8), 1-6, 2-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 6-1, 7-6 (7-4) |
| Second Round | Gilles Simon | Loss | 2-6, 4-6 |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jannik Sinner | Win | 7-6 (7-4), 6-3 |
| Second Round | Stefanos Tsitsipas | Win | 6-4, 3-6, 6-4 |
| Quarterfinals | Richard Gasquet | Loss | 6-7 (8-10), 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Martin Del Potro | Loss | 6-3, 2-6, 1-6, 4-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matthew Ebden | Win | 6-2, 7-6 (7-4) |
| Second Round | Denis Kudla | Win | 6-3, 6-3 |
| Quarterfinals | Taro Daniel | Win | 6-1, 7-5 |
| Semifinals | Radu Albot | Win | 6-3, 6-4 |
| Final | Alexander Zverev | Loss | 3-6, 6-3, 6-7 (8-10) |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Loss | 3-6, 6-3, 4-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcel Granollers | Win | 7-5, 4-6, 6-4 |
| Second Round | Alexander Zverev | Win | 3-6, 7-5, 7-6 (7-5) |
| Third Round | Grigor Dimitrov | Win | 2-6, 6-4, 7-6 (7-2) |
| Quarterfinals | Daniil Medvedev | Loss | 3-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 7-6 (7-1), 2-6, 6-7 (5-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 6-4, 4-6, 7-5 |
| Second Round | Kyle Edmund | Loss | 2-6, 0-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 6-7 (5-7), 6-7 (2-7) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Roberto Carballes Baena | Loss | 3-6, 7-6 (7-5), 6-7 (6-8) |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Loss | 7-6 (7-3), 4-6, 3-6 |
| Cordoba Open | ||
| Surface: Clay | Date: Feb. 4 - Feb. 10 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Loss | 2-6, 6-7 (5-7) |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Leonardo Mayer | Loss | 6-7 (4-7), 6-7 (3-7), 6-4, 3-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Robin Haase | Win | 6-7 (7-9), 6-4, 7-6 (7-4) |
| Second Round | Stan Wawrinka | Loss | 4-6, 6-7 (3-7) |
