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| St. Petersburg Open | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 6-3, 6-2 |
| VTB Kremlin Cup | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikael Ymer | Win | 7-6 (9-7), 7-5 |
| Second Round | Marin Cilic | Loss | 5-7, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Oct. 6 - Oct. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Win | 6-3, 7-6 (7-3) |
| Second Round | Dusan Lajovic | Win | 6-2, 6-3 |
| Third Round | Andrey Rublev | Win | 6-4, 3-6, 7-5 |
| Fourth Round | Cameron Norrie | Loss | 4-6, 6-4, 2-6 |
| San Diego Open | ||
| Surface: Hard | Date: Sep. 27 - Oct. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Sebastian Korda | Loss | 3-6, 7-5, 1-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Carballes Baena | Loss | 6-7 (5-7), 2-6, 6-1, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Cristian Garin | Win | 4-6, 6-3, 6-4 |
| Second Round | Lorenzo Sonego | Loss | 6-7 (9-11), 2-6 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Vasek Pospisil | Win | 6-7 (5-7), 6-2, 6-3 |
| Second Round | Roberto Bautista Agut | Loss | 3-6, 4-6 |
| Citi Open | ||
| Surface: Hard | Date: Aug. 2 - Aug. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Elahi Galan | Loss | 4-6, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 30 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher O'Connell | Win | 6-2, 6-4, 4-6, 4-6, 10-8 |
| Second Round | Daniil Medvedev | Loss | 6-3, 1-6, 4-6, 3-6 |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 17 - May 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jo-Wilfried Tsonga | Win | 6-3, 6-3 |
| Second Round | Stefanos Tsitsipas | Loss | 1-6, 4-6 |
| Emilia-Romagna Open | ||
| Surface: Clay | Date: May 17 - May 29 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Stefano Travaglia | Win | 7-5, 6-4 |
| Second Round | Jiri Vesely | Win | 6-7 (3-7), 7-6 (7-5), 6-3 |
| Quarterfinals | Jan-Lennard Struff | Win | 6-2, 6-4 |
| Semifinals | Sebastian Korda | Loss | 3-6, 3-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Bautista Agut | Loss | 3-6, 4-6 |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 6-4, 7-5 |
| Second Round | Andrey Rublev | Loss | 7-6 (7-5), 3-6, 4-6 |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 11 - Apr. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pedro Martinez | Win | 4-1 Retired |
| Second Round | Roberto Bautista Agut | Loss | 3-6, 4-6 |
| Sardegna Open | ||
| Surface: Red Clay | Date: Apr. 5 - Apr. 11 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Loss | 6-7 (8-10), 7-5, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marcos Giron | Loss | 6-7 (5-7), 4-6 |
| Abierto Mexicano Telcel presentado por HSBC | ||
| Surface: Hard | Date: Mar. 15 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Milos Raonic | Loss | 6-7 (6-8), 4-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Mar. 1 - Mar. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Sonego | Win | 6-4, 7-6 (9-7) |
| Second Round | Alexander Bublik | Win | 6-7 (5-7), 6-3, 6-1 |
| Quarterfinals | Marton Fucsovics | Loss | 4-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Win | 6-4, 7-6 (7-0), 6-4 |
| Second Round | Casper Ruud | Loss | 6-3, 2-6, 4-6, 5-7 |
| Murray River Open | ||
| Surface: Hard | Date: Feb. 1 - Feb. 7 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Cameron Norrie | Win | 4-6, 7-6 (7-2), 6-3 |
| Second Round | Alexei Popyrin | Loss | 4-6, 3-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Ji Sung Nam | Win | 6-1, 6-4 |
| Second Round | Sebastian Korda | Loss | 6-4, 3-6, 2-6 |
