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| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Thai-Son Kwiatkowski | Win | 3-6, 7-6 (7-4), 6-1, 6-2 |
| Second Round | Denis Shapovalov | Loss | 7-6 (7-5), 4-6, 4-6, 2-6 |
| Abierto Mexicano TELCEL presentado por HSBC | ||
| Surface: Hard | Date: Feb. 24 - Feb. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Taro Daniel | Win | 6-2, 2-6, 6-3 |
| Second Round | Dusan Lajovic | Win | 7-6 (7-2), 6-0 |
| Quarterfinals | Rafael Nadal | Loss | 2-6, 1-6 |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 17 - Feb. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 1-6, 6-3, 6-2 |
| Second Round | Ryan Harrison | Win | 6-4, 3-6, 7-6 (7-0) |
| Quarterfinals | Reilly Opelka | Loss | 3-6, 4-6 |
| New York Open | ||
| Surface: Hard | Date: Feb. 10 - Feb. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Go Soeda | Win | 6-2, 6-7 (2-7), 6-3 |
| Second Round | Milos Raonic | Win | 7-6 (7-4), 6-7 (4-7), 6-4 |
| Quarterfinals | Kyle Edmund | Loss | 6-3, 2-6, 6-7 (5-7) |
| Tata Open Maharashtra | ||
| Surface: Hard | Date: Feb. 3 - Feb. 9 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Prajnesh Gunneswaran | Win | 6-3, 7-6 (7-5) |
| Quarterfinals | Egor Gerasimov | Loss | 6-4, 6-7 (1-7), 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Loss | 7-6 (7-5), 4-6, 5-7, 6-3, 3-6 |
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