| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 13 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-1, 6-2, 6-4 |
| Second Round | Christopher O'Connell | Win | 6-3, 6-2, 6-4 |
| Third Round | J.J. Wolf | Win | 6-3, 6-3, 6-2 |
| Fourth Round | Frances Tiafoe | Win | 6-4, 6-1, 6-0 |
| Quarterfinals | Andrey Rublev | Win | 7-6 (8-6), 6-3, 7-6 (7-5) |
| Semifinals | Dominic Thiem | Loss | 2-6, 6-7 (7-9), 6-7 (5-7) |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 22 - Aug. 29 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marcos Giron | Win | 6-4, 6-4 |
| Third Round | Aljaz Bedene | Win | 6-3, 6-3 |
| Quarterfinals | Roberto Bautista Agut | Loss | 6-1, 4-6, 3-6 |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 17 - Feb. 23 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jannik Sinner | Win | 1-6, 6-1, 6-2 |
| Quarterfinals | Gilles Simon | Loss | 4-6, 0-6 |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 10 - Feb. 16 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Vasek Pospisil | Loss | 4-6, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 20 - Feb. 2 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Frances Tiafoe | Win | 6-3, 4-6, 6-4, 6-2 |
| Second Round | Pedro Martinez | Win | 7-5, 6-1, 6-3 |
| Third Round | Alexei Popyrin | Win | 6-4, 6-3, 6-2 |
| Fourth Round | Stan Wawrinka | Loss | 2-6, 6-2, 6-4, 6-7 (2-7), 2-6 |
© 2020 by STATS PERFORM.Any commercial use or distribution without the express written consent of STATS PERFORM is strictly prohibited.