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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 19 - Aug. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jan-Lennard Struff | Loss | 3-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Loss | 7-6 (9-7), 2-6, 6-7 (7-9) |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Loss | 6-7 (3-7), 1-6 |
| German Tennis Championships | ||
| Surface: Red Clay | Date: Jul. 23 - Jul. 29 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Loss | 4-6, 6-3, 4-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 16 - Jul. 22 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jiri Vesely | Win | 2-6, 7-5, 7-5 |
| Quarterfinals | Laslo Djere | Win | 6-4, 6-1 |
| Semifinals | Marco Trungelliti | Win | 6-2, 6-1 |
| Final | Guido Pella | Win | 6-2, 7-6 (7-4) |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 29 |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 4-6, 7-6 (8-6), 6-7 (5-7), 4-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 24 - Jun. 30 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Istomin | Win | 4-6, 6-4, 7-5 |
| Quarterfinals | John Millman | Win | 5-7, 6-3, 6-2 |
| Semifinals | Lukas Lacko | Loss | 3-6, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marius Copil | Win | 2-6, 6-7 (4-7), 7-5, 6-2, 10-8 |
| Second Round | Marco Trungelliti | Win | 6-1, 7-6 (7-1), 6-1 |
| Third Round | Pablo Carreno Busta | Win | 2-6, 7-6 (7-5), 6-3, 6-1 |
| Fourth Round | David Goffin | Win | 7-5, 4-6, 6-0, 6-3 |
| Quarterfinals | Novak Djokovic | Win | 6-3, 7-6 (7-4), 1-6, 7-6(13-11) |
| Semifinals | Dominic Thiem | Loss | 5-7, 6-7 (10-12), 1-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 20 - May 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andreas Seppi | Loss | 5-7, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 2-6, 7-5, 6-4 |
| Second Round | David Goffin | Loss | 7-5, 2-6, 2-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Win | 5-7, 6-3, 6-2 |
| Second Round | Marton Fucsovics | Loss | 6-7 (5-7), 1-6 |
| Gazprom Hungarian Open | ||
| Surface: Red Clay | Date: Apr. 23 - Apr. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mirza Basic | Win | 6-3, 6-4 |
| Second Round | Damir Dzumhur | Win | 6-3, 6-1 |
| Quarterfinals | Jan-Lennard Struff | Win | 5-7, 6-4, 6-2 |
| Semifinals | Andreas Seppi | Win | 5-7, 7-6 (7-4), 6-3 |
| Final | John Millman | Win | 7-5, 6-4 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Win | 6-3, 6-2 |
| Second Round | Milos Raonic | Loss | 6-7 (5-7), 2-6 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 26 - Mar. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Ofner | Loss | 3-6, 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Carreno Busta | Loss | 4-6, 1-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Horacio Zeballos | Loss | 1-6, 4-6 |
| Ecuador Open | ||
| Surface: Clay | Date: Feb. 5 - Feb. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gerald Melzer | Loss | 4-6, 2-6 |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 6-7 (4-7), 7-6 (8-6), 2-6 |
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