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| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 14 - Oct. 20 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Andreas Seppi | Loss | 6-3, 6-7 (2-7), 6-7 (4-7) |
| Rolex Shanghai Masters | ||
| Surface: Hard | Date: Oct. 6 - Oct. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 6-1, 6-4 |
| Second Round | Matteo Berrettini | Loss | 3-6, 3-6 |
| China Open | ||
| Surface: Hard | Date: Sep. 28 - Oct. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Loss | 6-7 (5-7), 0-1 Retired |
| Chengdu Open | ||
| Surface: Hard | Date: Sep. 23 - Sep. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 6-3, 6-2 |
| Second Round | Fernando Verdasco | Win | 6-3, 3-6, 6-3 |
| Quarterfinals | Pablo Carreno Busta | Loss | 5-7, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Win | 3-6, 7-6 (7-5), 6-4, 6-7(4-7), 6-3 |
| Second Round | Alex De Minaur | Loss | 3-6, 5-7, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Loss | 4-6, 1-6 |
| Coupe Rogers presentee par Banque Nationale | ||
| Surface: Hard | Date: Aug. 5 - Aug. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Win | 6-2, 7-6 (7-4) |
| Second Round | John Isner | Win | 6-3, 6-4 |
| Third Round | Daniil Medvedev | Loss | 3-6, 3-6 |
| Abierto Mexicano de Tenis Mifel presentado por Cinemex | ||
| Surface: Hard | Date: Jul. 29 - Aug. 3 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Londero | Loss | 6-3, 2-6, 3-6 |
| Hamburg Open | ||
| Surface: Red Clay | Date: Jul. 22 - Jul. 28 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss | 4-6, 6-7 (5-7) |
| SkiStar Swedish Open | ||
| Surface: Clay | Date: Jul. 15 - Jul. 21 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Loss | 4-6, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | 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 | Marin Cilic | Loss | 1-6, 6-7 (5-7) |
| Libema Open | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Salvatore Caruso | Win | 6-1, 6-4 |
| Second Round | Robin Haase | Win | 7-5, 7-5 |
| Quarterfinals | Borna Coric | Loss | 7-6 (7-4), 3-6, 6-7 (6-8) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Win | 7-6 (7-0), 7-5, 7-6 (9-7) |
| Second Round | Stan Wawrinka | Loss | 1-6, 4-6, 0-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Taro Daniel | Loss | 2-6, 6-4, 4-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yannick Maden | Win | 6-4, 6-2 |
| Second Round | Diego Schwartzman | Win | 6-1, 7-5 |
| Quarterfinals | Alexander Zverev | Win | 6-4, 5-7, 7-5 |
| Semifinals | Marco Cecchinato | Win | 6-2, 6-4 |
| Final | Matteo Berrettini | Win | 6-1, 3-6, 7-6 (7-1) |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Martin Klizan | Win | 7-5, 6-4 |
| Second Round | Denis Shapovalov | Win | 7-5, 6-2 |
| Third Round | Roberto Carballes Baena | Loss | 4-6, 6-7 (2-7) |
| Fayez Sarofim & Co. US Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 8 - Apr. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 4-6, 6-4, 6-2 |
| Second Round | Jeremy Chardy | Win | 3-6, 7-6 (7-4), 7-6 (9-7) |
| Quarterfinals | Henri Laaksonen | Win | 6-3, 6-2 |
| Semifinals | Sam Querrey | Win | 7-6 (7-2), 6-2 |
| Final | Casper Ruud | Win | 7-6 (7-4), 4-6, 6-3 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 25 - Mar. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Sousa | Win | 7-6 (7-3), 6-2 |
| Second Round | Jaume Munar | Win | 7-6 (7-5), 6-7 (4-7), 7-6 (7-2) |
| Quarterfinals | Leonardo Mayer | Win | 4-6, 6-4, 6-4 |
| Semifinals | Casper Ruud | Win | 6-4, 6-4 |
| Final | Guido Pella | Loss | 5-7, 3-6 |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Maximilian Marterer | Win | 7-5, 6-3 |
| Second Round | Felix Auger-Aliassime | Loss | 5-7, 4-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 11 - Feb. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Win | 3-6, 7-5, 6-3 |
| Second Round | Marco Cecchinato | Loss | 6-7 (4-7), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | David Goffin | Loss | 0-6, 2-6, 2-6 |
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