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| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Henri Laaksonen | Loss | 6-7 (3-7), 6-7 (6-8), 6-2, 6-3, 6-7 (2-7) |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 7-6 (7-3), 1-0 Retired |
| Second Round | John Millman | Loss | 7-6 (7-5), 4-6, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 7-6 (7-5), 1-6, 2-6 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 6-3, 6-7 (5-7), 4-6 |
| Generali Open | ||
| Surface: Clay | Date: Jul. 29 - Aug. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jeremy Chardy | Loss | 6-7 (8-10), 5-7 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Loss | 7-6 (7-5), 6-7 (3-7), 2-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Loss | 3-6, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Loss | 0-6, 4-6, 6-7 (5-7) |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Loss | 4-6, 4-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Milos Raonic | Loss | 3-6, 2-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Mahut | Loss | 6-2, 7-6 (8-6), 4-6, 2-6, 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Alex De Minaur | Win | 4-6, 6-3, 6-1 |
| Second Round | Philipp Kohlschreiber | Loss | 3-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Diego Schwartzman | Loss | 0-6, 6-4, 1-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Martin Klizan | Win | 6-1, 6-3 |
| Quarterfinals | Marton Fucsovics | Win | 1-6, 7-5, 7-5 |
| Semifinals | Cristian Garin | Loss | 2-6, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Win | 4-0 Retired |
| Second Round | Stan Wawrinka | Win | 0-6, 7-5, 6-3 |
| Third Round | Guido Pella | Loss | 4-6, 6-4, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: 14 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Damir Dzumhur | Win | Retired |
| Third Round | David Goffin | Loss | 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Albert Ramos-Vinolas | Loss | 4-6, 2-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Aljaz Bedene | Loss | 5-7, 6-7 (1-7) |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Christian Garin | Win | 7-6 (7-4), 6-4 |
| Quarterfinals | Roberto Carballes Baena | Win | 7-6 (7-3), 6-4 |
| Semifinals | Guido Pella | Win | 6-4, 6-2 |
| Final | Diego Schwartzman | Win | 6-1, 6-2 |
| Cordoba Open | ||
| Surface: Clay | Date: Feb. 4 - Feb. 10 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jaume Munar | Loss | 3-6, 6-3, 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: 17 |
| Round | Opponent | W / L | Result |
| First Round | Filip Krajinovic | Loss | 6-4, 6-0, 1-6, 6-7 (8-10), 4-6 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Sergiy Stakhovsky | Win | 6-4, 6-2 |
| Second Round | Guido Pella | Win | Retired |
| Quarterfinals | Dusan Lajovic | Win | 7-6 (7-2), 6-2 |
| Semifinals | Tomas Berdych | Loss | 6-7 (6-7), 3-6 |
| ASB Classic | ||
| Surface: Hard | Date: Dec. 31 - Jan. 12 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Tennys Sandgren | Loss | 3-6, 3-6 |
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