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| Erste Bank Open 500 | ||
| Surface: Hard | Date: Oct. 21 - Oct. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gilles Simon | Loss | 4-6, 3-6 |
| European Open | ||
| Surface: Hard | Date: Oct. 14 - Oct. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 7-6 (7-2), 6-4 |
| Second Round | Stan Wawrinka | Loss | 7-6 (7-4), 4-6, 6-7 (4-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | 3-6, 6-4, 6-3, 6-4 |
| Second Round | Yoshihito Nishioka | Win | 6-7 (7-9), 6-0, 6-4, 6-4 |
| Third Round | Daniil Medvedev | Loss | 6-7 (1-7), 6-4, 6-7 (7-9), 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Pablo Andujar | Win | 6-4, 1-6, 7-5 |
| Third Round | Hubert Hurkacz | Loss | 3-6, 1-3 Retired |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Loss | 7-6 (7-4), 6-7 (2-7), 3-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Win | 6-4, 6-2, 6-4 |
| Second Round | Karen Khachanov | Loss | 6-4, 4-6, 5-7, 4-6 |
| Fever-Tree Championships | ||
| Surface: Grass | Date: Jun. 17 - Jun. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Win | 6-7 (4-7), 6-3, 6-4 |
| Second Round | Juan Martin Del Potro | Win | Retired |
| Quarterfinals | Milos Raonic | Win | 4-6, 6-4, 7-6 (7-5) |
| Semifinals | Felix Auger-Aliassime | Win | 6-7 (3-7), 6-3, 6-4 |
| Final | Gilles Simon | Win | 6-2, 6-7 (4-7), 7-6 (7-2) |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Loss | 3-6, 6-3, 6-7 (7-9) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ivo Karlovic | Loss | 6-7 (4-7), 5-7, 7-6 (9-7), 5-7 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Damir Dzumhur | Loss | 7-6 (7-2), 4-6, 5-7 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fernando Verdasco | Loss | 4-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benoit Paire | Win | 7-5, 4-6, 6-4 |
| Second Round | Grigor Dimitrov | Loss | 1-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tomas Berdych | Win | 7-6 (7-3), 7-6 (7-2) |
| Second Round | Karen Khachanov | Loss | 3-6, 6-1, 4-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-7 (3-7), 6-2, 7-5 |
| Second Round | Alex De Minaur | Loss | Retired |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Denis Istomin | Loss | 6-7 (5-7), 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 1-6, 6-7 (0-7), 3-6 |
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