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| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: 19 |
| Round | Opponent | W / L | Result |
| First Round | Vasek Pospisil | Win | 5-7, 6-2, 6-4, 6-3 |
| Second Round | Corentin Moutet | Win | 6-3, 4-6, 6-4, 6-2 |
| Third Round | Ugo Humbert | Loss | 4-6, 5-7, 3-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Win | 6-4, 6-4 |
| Second Round | Nick Kyrgios | Win | 6-7 (4-7), 7-6 (7-3), 7-5 |
| Quarterfinals | Stefanos Tsitsipas | Win | 7-5, 6-2 |
| Semifinals | Feliciano Lopez | Loss | 7-6 (7-3), 3-6, 4-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Ernests Gulbis | Win | 7-5, 6-3 |
| Second Round | Gilles Simon | Win | 7-5, 6-4 |
| Quarterfinals | Dustin Brown | Win | 7-6 (7-3), 6-7 (2-7), 7-6 (7-2) |
| Semifinals | Milos Raonic | Win | Retired |
| Final | Matteo Berrettini | Loss | 4-6, 6-7 (11-13) |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | John Millman | Win | 7-6 (7-3), 7-5 |
| Quarterfinals | Steve Johnson | Win | 6-4, 2-6, 6-4 |
| Semifinals | Nikoloz Basilashvili | Win | 2-6, 7-6 (7-3), 6-4 |
| Final | Benoit Paire | Loss | 4-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 12 - May 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Loss | 7-6 (7-4), 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 4 - May 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Shapovalov | Win | 6-2, 7-6 (9-7) |
| Second Round | Rafael Nadal | Loss | 3-6, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Malek Jaziri | Win | 6-3, 7-6 (9-7) |
| Third Round | Kei Nishikori | Loss | 1-6, 3-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 14 - Apr. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Win | 7-5, 7-6 (7-5) |
| Second Round | Alexander Zverev | Loss | 1-6, 4-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Casper Ruud | Win | 3-6, 6-1, 6-2 |
| Second Round | Marton Fucsovics | Win | 6-4, 4-6, 6-0 |
| Third Round | Hubert Hurkacz | Win | 7-6 (7-5), 6-4 |
| Fourth Round | Nikoloz Basilashvili | Win | 7-6 (7-4), 6-4 |
| Quarterfinals | Borna Coric | Win | 7-6 (7-3), 6-2 |
| Semifinals | John Isner | Loss | 6-7 (3-7), 6-7 (4-7) |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 6-3, 6-2 |
| Second Round | Stefanos Tsitsipas | Win | 6-4, 6-2 |
| Third Round | Yoshihito Nishioka | Loss | 7-6 (7-2), 4-6, 6-7 (5-7) |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 5-7, 6-3, 6-3 |
| Second Round | Albert Ramos-Vinolas | Win | 7-6 (7-2), 7-6 (7-5) |
| Quarterfinals | Laslo Djere | Loss | 2-6, 6-3, 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Win | 6-2, 6-3 |
| Second Round | Christian Garin | Win | 7-5, 6-4 |
| Quarterfinals | Jaume Munar | Win | 6-4, 6-3 |
| Semifinals | Pablo Cuevas | Win | 6-3, 3-6, 6-3 |
| Final | Laslo Djere | Loss | 3-6, 5-7 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christian Garin | Loss | 6-3, 5-7, 3-6 |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Dec. 31 - Jan. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ivo Karlovic | Loss | 4-6, 5-7 |
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