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| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 19 - Aug. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yuichi Sugita |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Michael Mmoh | Win | 6-4, 1-6, 6-4 |
| Second Round | Lucas Pouille | Win | 7-6 (9-7), 6-4 |
| Third Round | Roger Federer | Loss | 1-6, 6-7 (6-8) |
| German Tennis Championships | ||
| Surface: Red Clay | Date: Jul. 23 - Jul. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Albert Ramos-Vinolas | Win | 6-3, 6-2 |
| Second Round | Gael Monfils | Win | 6-1, 7-5 |
| Quarterfinals | Diego Schwartzman | Win | 6-3, 4-6, 6-3 |
| Semifinals | Jozef Kovalik | Win | 6-7 (6-8), 6-4, 7-6 (9-7) |
| Final | Nikoloz Basilashvili | Loss | 4-6, 6-0, 5-7 |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 16 - Jul. 22 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Matteo Berrettini | Loss | 6-3, 3-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: 32 |
| Round | Opponent | W / L | Result |
| First Round | Jan-Lennard Struff | Loss | 6-3, 7-6 (7-5), 6-7 (5-7), 6-7 (5-7), 1-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 24 - Jun. 30 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Win | 6-4, 7-6 (7-4) |
| Second Round | John Millman | Loss | 6-7 (7-9), 6-7 (4-7) |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 18 - Jun. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kevin Anderson | Win | 7-6 (7-4), 4-6, 7-6 (7-3) |
| Second Round | Frances Tiafoe | Loss | 4-6, 6-2, 4-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Julien Benneteau | Loss | 6-2, 6-7 (4-7), 2-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Loss | 1-6, 2-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Win | 6-3, 6-4 |
| Second Round | Fernando Verdasco | Win | 6-2, 6-1 |
| Third Round | Alexander Zverev | Loss | 4-6, 2-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Loss | 6-3, 6-7 (7-9), 4-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mischa Zverev | Win | 6-3, 6-0 |
| Second Round | Karen Khachanov | Loss | 4-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Donald Young | Win | 3-6, 6-4, 6-2 |
| Second Round | Borna Coric | Loss | 7-6 (7-5), 3-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Victor Estrella Burgos | Win | 4-6, 6-4, 6-1 |
| Second Round | Ruben Bemelmans | Win | 6-4, 6-1 |
| Third Round | Taro Daniel | Win | 6-4, 6-1 |
| Fourth Round | Juan Martin Del Potro | Loss | 6-3, 6-7 (2-7), 3-6 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 26 - Mar. 4 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Gastao Elias | Win | 5-7, 7-6 (12-10), 7-6 (7-5) |
| Second Round | Carlos Berlocq | Win | 7-5, 6-4 |
| Quarterfinals | Pablo Cuevas | Loss | 2-6, 7-6 (15-13), 6-7 (5-7) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 2-6, 6-3, 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Rogerio Dutra Silva | Win | 6-7 (4-7), 6-2, 6-4 |
| Second Round | Fabio Fognini | Win | 6-3, 6-3 |
| Quarterfinals | Gael Monfils | Loss | 4-6, 6-3, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Jarry | Win | 6-2, 7-6 (7-1), 6-3 |
| Second Round | Rafael Nadal | Loss | 3-6, 4-6, 6-7 (4-7) |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mischa Zverev | Win | 7-5, 6-3 |
| Second Round | Benoit Paire | Loss | 2-6, 6-3, 1-6 |
| Brisbane International presented by Suncorp | ||
| Surface: Hard | Date: Dec. 31 - Jan. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ryan Harrison | Loss | 4-6, 6-3, 2-6 |
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