| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: 30 |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 7-6 (7-4), 5-7, 1-5 Retired |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | James Duckworth | Win | |
| Third Round | Lorenzo Sonego | Win | |
| Quarterfinals | Adrian Mannarino | Loss |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 14 - Aug. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Botic van de Zandschulp | Loss |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 8 - Aug. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Aslan Karatsev | Win | |
| Second Round | Gael Monfils | Loss |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jack Sock | Win | |
| Third Round | Andrey Rublev | Loss |
| Infosys Hall of Fame Open | ||
| Surface: Grass | Date: Jul. 11 - Jul. 17 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Mitchell Krueger | Win | |
| Quarterfinals | Steve Johnson | Win | |
| Semifinals | John Isner | Win | |
| Final | Alexander Bublik | Win |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Felix Auger-Aliassime | Win | |
| Second Round | Jack Sock | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Reilly Opelka | Win | |
| Second Round | Daniel Evans | Win | |
| Quarterfinals | Cameron Norrie | Win | |
| Semifinals | Jack Draper | Win | |
| Final | Taylor Fritz | Loss |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 13 - Jun. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hubert Hurkacz | Loss |
| BOSS OPEN | ||
| Surface: Grass | Date: Jun. 6 - Jun. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dominic Stricker | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nikoloz Basilashvili | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 28 - May 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Grigor Dimitrov | Loss |
| BMW Open by American Express | ||
| Surface: Red Clay | Date: Apr. 25 - May 1 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Evans | Win | |
| Second Round | Emil Ruusuvuori | Loss |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Elias Ymer | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 10 - Apr. 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Laslo Djere | Loss |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 22 - Apr. 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Emil Ruusuvuori | Loss |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 9 - Mar. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Christopher Eubanks | Loss |
| Delray Beach Open by VITACOST.com | ||
| Surface: Hard | Date: Feb. 14 - Feb. 20 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | John Millman | Loss |
| Dallas Open | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Jurij Rodionov | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | John Isner | Win | |
| Second Round | Tomas Machac | Win | |
| Third Round | Christopher O'Connell | Win | |
| Fourth Round | Daniil Medvedev | Loss |
| Sydney Tennis Classic | ||
| Surface: Hard | Date: Jan. 10 - Jan. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | |
| Second Round | Dusan Lajovic | Win | |
| Quarterfinals | Daniel Evans | Loss |
| Melbourne Summer Set 1 | ||
| Surface: Hard | Date: Jan. 4 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Rinky Hijikata | Win | |
| Second Round | Reilly Opelka | Win | |
| Quarterfinals | Jaume Munar | Win | |
| Semifinals | Grigor Dimitrov | Win | |
| Final | Rafael Nadal | Loss |
