| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 26 - Sep. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Janko Tipsarevic | Win | 3-6, 6-1, 7-6 (7-5), 6-1 |
| Second Round | Dusan Lajovic | Win | 7-5, 7-5, 0-6, 6-3 |
| Third Round | Novak Djokovic | Loss | 3-6, 4-6, 2-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 18 - Aug. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Robin Haase | Loss | 4-6, 6-7 (3-7) |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 11 - Aug. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lucas Pouille | Loss | 3-6, 6-7 (6-8) |
| Citi Open | ||
| Surface: Hard | Date: Jul. 29 - Aug. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Paul | Loss | 0-6, 4-6 |
| BB&T Atlanta Open | ||
| Surface: Hard | Date: Jul. 22 - Jul. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexei Popyrin | Loss | 3-6, 4-6 |
| Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 15 - Jul. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bradley Klahn | Win | 6-4, 7-6 (7-5) |
| Second Round | Matthew Ebden | Loss | 2-6, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 1 - Jul. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Malek Jaziri | Win | 6-4, 6-1, 6-3 |
| Second Round | Novak Djokovic | Loss | 3-6, 2-6, 2-6 |
| Nature Valley International | ||
| Surface: Grass | Date: Jun. 23 - Jun. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 7-5, 6-7 (8-10), 4-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 10 - Jun. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Viktor Galovic | Win | 6-3, 6-2 |
| Second Round | Gael Monfils | Win | 7-5, 6-7 (3-7), 7-6 (7-3) |
| Quarterfinals | Matteo Berrettini | Loss | 3-6, 3-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 26 - Jun. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Loss | 0-6, 7-6 (9-7), 7-5, 3-6, 4-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 19 - May 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | 5-7, 6-2, 6-4 |
| Second Round | Nicolas Jarry | Loss | 3-6, 3-6 |
| BMW Open by FWU | ||
| Surface: Red Clay | Date: Apr. 29 - May 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kyle Edmund | Win | 6-4, 6-3 |
| Second Round | Matteo Berrettini | Loss | 5-7, 3-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 22 - Apr. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 4-6, 1-6 |
| 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 | Bernard Tomic | Loss | 6-7 (8-10), 5-7 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 19 - Mar. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roberto Carballes Baena | Loss | 1-6, 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 6 - Mar. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yoshihito Nishioka | Loss | 6-3, 3-6, 2-6 |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Feb. 25 - Mar. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Matteo Berrettini | Win | 2-6, 7-5, 7-5 |
| Second Round | Ricardas Berankis | Loss | 4-6, 1-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 18 - Feb. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Loss | 3-6, 3-6 |
| Open Sud de France | ||
| Surface: Hard | Date: Feb. 4 - Feb. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 2-6, 1-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 14 - Jan. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marc Polmans | Win | 5-7, 1-6, 6-2, 6-3, 6-2 |
| Second Round | Diego Schwartzman | Loss | 4-6, 5-7, 6-3, 7-6 (8-6), 4-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 6 - Jan. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Guillermo Garcia-Lopez | Loss | 5-7, 4-6 |
| Brisbane International presented by Suncorp | ||
| Surface: Hard | Date: Dec. 31 - Jan. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taylor Fritz | Win | 7-6 (7-5), 6-7 (2-7), 6-4 |
| Second Round | Kei Nishikori | Loss | 5-7, 2-6 |
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