| ||||||||||||||
| Chengdu Open | ||
| Surface: Hard | Date: Sep. 20 - Sep. 26 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Loss | 2-6, 6-7 (8-10) |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher O'Connell | Loss | 4-6, 3-6, 6-3, 6-7 (5-7) |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 20 - Aug. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 6-4, 6-1 |
| Second Round | Andrey Kuznetsov | Win | 6-4, 6-1 |
| Third Round | Tallon Griekspoor | Win | 7-6 (7-4), 7-6 (7-2) |
| Quarterfinals | Jiri Lehecka | Loss | 6-7 (4-7), 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lloyd Harris | Win | 6-4, 6-4 |
| Second Round | Casper Ruud | Win | 6-4, 3-6, 6-4 |
| Third Round | Stan Wawrinka | Win | 6-4, 6-2 |
| Quarterfinals | Carlos Alcaraz | Loss | 6-4, 3-6, 4-6 |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Win | 6-4, 6-4 |
| Second Round | Andy Murray | Loss | 6-7 (2-7), 6-3, 5-7 |
| Citi Open | ||
| Surface: Hard | Date: Jul. 31 - Aug. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Zachary Svajda | Loss | 6-4, 6-7 (2-7), 5-7 |
| Truist Atlanta Open presented by Fiserv | ||
| Surface: Hard | Date: Jul. 24 - Jul. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Brandon Nakashima | Loss | 3-6, 6-7 (5-7) |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 17 - Jul. 23 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Gijs Brouwer | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andrey Rublev | Loss |
| Mallorca Championships | ||
| Surface: Grass | Date: Jun. 25 - Jul. 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jordan Thompson | Win | |
| Second Round | Yoshihito Nishioka | Loss |
| Open Parc Auvergne-Rhone-Alpes Lyon | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Llamas Ruiz | Loss |
| Fayez Sarofim & Co. U.S. Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 3 - Apr. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | |
| Second Round | Tomas Martin Etcheverry | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss |
